
Sarasota Area Rentals

- From $125 per night (USD)
HomeAway
ON BEACH! ALL Remodeled!! Nice pool. Free beach chairs,lots of activities area
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
New UV Germicidal light added to our AC , Just another way we are helping protect our guests ! Also deep cleaning with g ...
From $125 per night (USD)HomeAway
- From $100 per night (USD)
VRBO
Summer 2020 Available!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located one block off Lemon Bay so you can enjoy the sea breezes this little gem is walking distance to all the action o ...
From $100 per night (USD)VRBO
- From $250 per night (USD)
HomeAway
3 BED/2BA Single Family with community boat ramp. 3 miles to Siesta Beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Single Family home sleeps 10 in Pirates Cove: a waterfront community of less than two dozen homes. The property was remo ...
From $250 per night (USD)HomeAway
- From $59 per night (USD)
VRBO
Siesta Key, beach front condo on America's #1 Beach! 2 BR, 2 Bath, Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beach front condo is the perfect spot to enjoy America's #1 Beach, Siesta Key! Beautifully updated and remodeled ...
From $59 per night (USD)VRBO
- From $95 per night (USD)
HomeAway
Discounts for Winter pleasure on Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
RELAX AND ENJOY WALK ON SOFT WHITE PRISTINE BEACH SAND!!...GULF FRONT COMPLEX, GULF VIEW UNIT ...Siesta Key FL WEEK ...
From $95 per night (USD)HomeAway
- From $92 per night (USD)
VRBO
Tiny Coral Oasis- Tiny House that sleeps 6 comfortably & Free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
It will be love at first sight with our tiny Blue Oasis; her cerulean color with bright white trim tells you you have ar ...
From $92 per night (USD)VRBO
- From $225 per night (USD)
HomeAway
IMMACULATE 3 BR VACATION POOL HOME MINUTES TO PRIVATE BEACH.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This Luxury 3 Bedroom 2 Bath Vacation Pool Home has it all. Our Pristine Natural Beachs are located directly on the Gulf ...
From $225 per night (USD)HomeAway
- From $650 per night (USD)
VRBO
Heated Pool, Close to S. Venice Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come and enjoy our Lemon Tree House, pick up fresh lemons from our Lemon Tree ! Virtual Tour: https://www.youtube.com/e ...
From $650 per night (USD)VRBO
- From $67 per night (USD)
HomeAway
Crescent Street 1138 A, pet-friendly, 2 bedrooms, Pool, Walk to the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
When you stay at Crescent Street 1138A, you can walk to the east side of Siesta Key in just minutes to catch the sunrise ...
From $67 per night (USD)HomeAway
- From $150 per night (USD)
VRBO
Great location!! 3BR 2 BA Private Pool Home! 3 min to #1 rated Siesta Key.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your "Beach Home" is a private house ONE and 1/4 miles to Siesta Key. This is a Totally Renovated three bedroom, two b ...
From $150 per night (USD)VRBO
- From $350 per night (USD)
HomeAway
5 ⭐️, WATERFRONT HOME, SIESTA KEY, BOAT LIFT, DOCK, HEATED POOL, HOT TUB, GRILL
- Bedrooms:
- 4.5
- Bathrooms:
- 4
- Sleeps:
- 8
3600 SQUARE FOOT FULLY APPOINTED RANCH STYLE HOME WITH BOAT LIFT, DOCK & WAVE RUNNER LIFTS INCLUDED! IDEAL FOR FISHING ...
From $350 per night (USD)HomeAway
- From $250 per night (USD)
VRBO
Updated haven in one of Siesta Key's best condo developments. Newly remodeled.
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 6
Completely remodeled, 1600 sq. ft. condo; steps from America's best beach on scenic Siesta Key. Three bedrooms, two-and- ...
From $250 per night (USD)VRBO
- From $200 per night (USD)
HomeAway
Siesta Key Paradise retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fully furnished, tastefully decorated 2 bedroom 2 bathroom condominium unit that sleeps four comfortably. This unit offe ...
From $200 per night (USD)HomeAway
- From $250 per night (USD)
VRBO
Lido Beach - Ocean Front Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome Snowbirds! This spacious three bedroom oceanfront with full ocean views is on the 6th floor with one 3 piece bat ...
From $250 per night (USD)VRBO
- From $100 per night (USD)
HomeAway
Village des Pins - Well appointed Villa with Wonderful View of Lake
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our home is approximately 1350sq ft under air, spacious and comfortable with a very nice view over our pond. Village des ...
From $100 per night (USD)HomeAway
- From $650 per night (USD)
VRBO
Paradise Found!! Near Private Beach Loaded With Sharks' Teeth!!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The address of this property is: 1491 Mohawk Road, Venice, FL, 34293. Newly remodeled home with tile floors and granite ...
From $650 per night (USD)VRBO
- From $170 per night (USD)
HomeAway
Unit 74- 1 Bedroom 1 Bathroom Condominium With Partial North Gulf Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Unit 74- 1 Bedroom 1 Bathroom Condominium with Partial North Views. | This one bedroom one bathroom partial north view ...
From $170 per night (USD)HomeAway
- From $150 per night (USD)
VRBO
New Construction! Fully Furnished Vacation Home Minutes from Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Brand new 3 Bedroom, 2 Bathroom home in Sarasota, FL. Located minutes away from Siesta Key Beach as well as numerous res ...
From $150 per night (USD)VRBO
- From $599 per night (USD)
HomeAway
BOOK NOW w/ FLEXIBLE CANCELLATION POLICIES for ALL ARRIVALS Thru 4.30.2021
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 22
Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! The health and sa ...
From $599 per night (USD)HomeAway
- From $171 per night (USD)
VRBO
Siesta Key Vacation Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Stop looking...you just found it! You just found the next spot for your perfect vacation in "paradise". Our beautifully. ...
From $171 per night (USD)VRBO
- From $175 per night (USD)
HomeAway
Old Florida Charm, quiet, close to beach and boat launch.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Old Florida Charm, in a newly renovated and comfortably appointed cottage, steps from Manasota Beach, and Lemon Bay. It ...
From $175 per night (USD)HomeAway
- From $179 per night (USD)
VRBO
Arlington Park Amazing Location Pet Friendly 2 Master Suites Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Family and Pet Paradise. En suit Queen Master with walkin luxury shower AND KING Master. Third bedroom is office with Qu ...
From $179 per night (USD)VRBO
- From $380 per night (USD)
HomeAway
3 Bdrm/3 bath home with private pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Remodeled and newly furnished private Pool House on quiet residential street, located within short drive to Siesta Key b ...
From $380 per night (USD)HomeAway
- From $100 per night (USD)
VRBO
"New to You" A Coastal Mid century modern home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
"New" to "You" A Mid Century Modern with an authentic yet coastal vibe. Located just 10 minutes to world famous Siesta K ...
From $100 per night (USD)VRBO
- From $209 per night (USD)
HomeAway
BOOK NOW w/ FLEXIBLE CANCELLATION POLICIES for ALL ARRIVALS Thru 4.30.2021
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! The health and sa ...
From $209 per night (USD)HomeAway
- From $93 per night (USD)
VRBO
Sarasota Location/Siesta Key Convenience - Everything is nearby!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Available February 2021 Beautiful, updated two-bedroom, end unit villa with attached, private garage on the Sarasota ma ...
From $93 per night (USD)VRBO
- From $78 per night (USD)
HomeAway
Newly Decorated with Pool Views! Convenient Access-no stairs!
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 4
Lots of room for you and your guests. New carpeting in the bedrooms, fresh paint, plantation shutters, beautiful tile fl ...
From $78 per night (USD)HomeAway
- From $469 per night (USD)
VRBO
Lovely updated Pool Home on famous St. Armand's Circle, Sarasota, Florida
- Bedrooms:
- 5.5
- Bathrooms:
- 6
- Sleeps:
- 14
Please see COVID Cancellation Policy below - it is different from VRBO policy options as are payment options. Arrivals p ...
From $469 per night (USD)VRBO
- From $154 per night (USD)
HomeAway
SAY BYE TO CHALLENGES IN 2020 ON BEACH WITH STYLE !!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Perfect year-round vacation – warm crystal blue waters, tropical breezes, and the most inspiring sunsets on earth await ...
From $154 per night (USD)HomeAway
- From $125 per night (USD)
VRBO
Painted Refurbished Ground floor Condo New flooring,pillow top luxury king bed
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
****** NEWLY RENOVATED 2 BED, 2 BATH CONDO ***** WI-FI and smart tvs Sleeps 5 Loung ...
From $125 per night (USD)VRBO
- From $124 per night (USD)
HomeAway
Beach Walk Unit B, 3 Bedrooms, Pool Access, WiFi, Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience Siesta Key from Beach Walk Unit B and enjoy the beautiful gulf view! This condo features three accommodating ...
From $124 per night (USD)HomeAway
- From $62 per night (USD)
VRBO
Crescent Street 1138 B, Walk to the beach, Pool, 1 Bedroom, Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Half-hidden by lush tropical foliage, Crescent Street 1138 B is paradise for anyone who longs to relax in time-honored F ...
From $62 per night (USD)VRBO
- From $100 per night (USD)
HomeAway
Vacation Condo 2Bed/2Bath less than 3 Miles From Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Feel at home in this beautifully decorated fully furnished ground floor 2 bedroom, 2 bath condo less than 3 miles from A ...
From $100 per night (USD)HomeAway
- From $169 per night (USD)
VRBO
BOOK NOW w/ FLEXIBLE CANCELLATION POLICIES for ALL ARRIVALS Thru 4.30.2021
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 13
Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! The health and sa ...
From $169 per night (USD)VRBO
- From $143 per night (USD)
HomeAway
SERENE REMODELED-LAKE FRONT LARGE HEATED POOL HOUSE-3Bd/2Ba-1.5 MILES TO BEACH
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to a serene lake front, large heated in-ground pool, vacation house, located less than 1.5 miles from Manasota Ke ...
From $143 per night (USD)HomeAway
- From $150 per night (USD)
VRBO
***Walk to Beach! 5 min-Canalfront~PrivatePOOL/HotTub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Great location! Walk to beach!! 5 minutes, Siesta Village- 15 minutes. Waterfront property-125' on Grand Canal. Walk m ...
From $150 per night (USD)VRBO
- From $20 per night (USD)
HomeAway
Lido Key Sarasota Pool Side Condo, Steps from Beach, St Armands Circle.
- Bedrooms:
- 2.5
- Bathrooms:
- 1
- Sleeps:
- 4
Directly across the street from Lido Key Beach, with beach access, makes it very easy to enjoy the beautiful sunsets and ...
From $20 per night (USD)HomeAway
- From $285 per night (USD)
VRBO
5 minutes drive to nr Siesta Key 2BR/2BA condo Sienna Park. heated pool..
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Situated a short 5-minute drive from the cool emerald waters of Siesta Key Beach, on the North edge of Palmer Ranch. Thi ...
From $285 per night (USD)VRBO
- From $100 per night (USD)
HomeAway
Home for vacation rental in Sarasota, FL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Guests are sure to enjoy a memorable vacation in this fully furnished, 2 bedrooms/_2bath house.. Both bedrooms have qu ...
From $100 per night (USD)HomeAway
- From $100 per night (USD)
VRBO
THE LOFT SIDE OF THE TRACKS Summer Special
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
THE LOFT SIDE OF THE TRACKS: Conveniently located on the edge of downtown Sarasota and close to the beaches and airport, ...
From $100 per night (USD)VRBO
- From $550 per night (USD)
HomeAway
Venice Island Home w/ Heated Pool&Spa, Walk to Beach, Pet/Family Friendly
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 6
This relaxing 3BR/2.5BA Florida ranch house is centrally located on the island and is only a ten minute walk to the beac ...
From $550 per night (USD)HomeAway
- From $350 per night (USD)
VRBO
Enjoy the sunsets from the rooftop lanai!
- Bedrooms:
- 4.5
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy wonderful Gulf views and sunsets from the third floor balcony. Tropical elegance abounds from this tri-level Villa ...
From $350 per night (USD)VRBO
- From $270 per night (USD)
HomeAway
Soaring Spirits in Longboat Key
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Just wait until you walk inside this spacious single story home. You’ll understand how it got its name, Soaring Spirits. ...
From $270 per night (USD)HomeAway
- From $300 per night (USD)
VRBO
Oceanfront home w/sunset views of Sarasota Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Treat your family, friends, and beloved small dogs to an unforgettable oceanfront getaway in sunny Florida! Convenientl ...
From $300 per night (USD)VRBO
- From $200 per night (USD)
HomeAway
Unit 166-2 Bedroom 2 Bathroom Gulf Side Club Interior Condominium
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This first floor beautifully decorated two bedroom two bathroom condominium is located on the gulf side of our property. ...
From $200 per night (USD)HomeAway
- From $121 per night (USD)
VRBO
Spacious Home w/ Heated Pool & Chef's Kitchen - Minutes to Siesta Key Beach
- Bedrooms:
- 3.5
- Bathrooms:
- 4
- Sleeps:
- 8
* TurnKey Vacation Rentals verifies this home is professionally cleaned with products approved by the EPA for use agains ...
From $121 per night (USD)VRBO
- From $228 per night (USD)
HomeAway
Sea Shell Condo 402 Spacious 2BRs 2Bath Condo with a beautiful ocean view at Sea Shell Beach Front Property
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Come and sink your toes into the cool powdery white sand right outside your door, see the incredible sunsets and enjoy a ...
From $228 per night (USD)HomeAway
- From $229 per night (USD)
VRBO
Treat yourself to the finer things in life!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Crystal Sands Condominiums! We would love to have you stay with us in one of our luxury 2-bedroom 2-bath full ...
From $229 per night (USD)VRBO
- From $150 per night (USD)
HomeAway
Minutes to Siesta and Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
New exterior paint, garage door, front door, brand new kitchen appliances, washer and dryer AND new sectional couch! Th ...
From $150 per night (USD)HomeAway
- From $1600 per night (USD)
VRBO
Tropical Bungalow 5 min walk Beach-15 min Village, Monthly Rental, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
SHORT WALK TO FAMOUS SIESTA WHITE SAND BEACH & QUAINT ISLAND VILLAGE. The Blue Lagoon is the perfect tropical getaway ...
From $1600 per night (USD)VRBO
- From $164 per night (USD)
HomeAway
Beautiful Beachfront Complex on Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
While the complex is ocean front, this unit does not have a view of the water. However, it is a spacious, comfortable h ...
From $164 per night (USD)HomeAway
- From $95 per night (USD)
VRBO
"Safe & Clean" Key West Suite , only 60 steps to the Siesta Key Public Beach -
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Next to the Siesta Key Public Beach, 60 steps only! This amazing recently updated and newly refurbished 2 bedroom apartm ...
From $95 per night (USD)VRBO
- From $182 per night (USD)
HomeAway
Seas The Day in Longboat Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You’ll be livin’ the high life at Seas the Day!! From the moment you enter this gorgeous stucco home and s ...
From $182 per night (USD)HomeAway
- From $149 per night (USD)
VRBO
Bay To Beach Family Friendly Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spacious condominium on the bay side of beautiful Siesta Key! Two bedroom 2 bath unit overlooking the pool and tropical ...
From $149 per night (USD)VRBO
- From $184 per night (USD)
HomeAway
Venice Florida Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We have a NEWLY RENOVATED 2 bedroom, 2 bath condo for rent in the Plantation Golf and Country Club Community in beautifu ...
From $184 per night (USD)HomeAway
- From $100 per night (USD)
VRBO
Upscale vacation in South Venice
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Upscale modern luxury South Venice house 3 bedrooms, 2 baths, 2000 sf, high ceiling, modern Italian furniture. 10 min sh ...
From $100 per night (USD)VRBO
- From $65 per night (USD)
HomeAway
Tropical Paradise in the City, Centrally located to everything incl beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our guests say this home is where you want to be ! Very centrally located to beaches, restaurants and attractions for lo ...
From $65 per night (USD)HomeAway
- From $170 per night (USD)
VRBO
Spectacular Endless Summer Getaway!!! - Luxurious Condo At Siesta Beach!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This unit was purchased in January of 2012, It is on the 3rd floor overlooking the most wonderful beach in the United St ...
From $170 per night (USD)VRBO
- From $150 per night (USD)
HomeAway
Quiet and well appointed 2B/2B, Only Mins to Beach!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Perfect for your tropical getaway to Siesta Key, this 2 bedroom/2 bath condo with SMART TV in Vista Hermosa is situated ...
From $150 per night (USD)HomeAway
- From $159 per night (USD)
VRBO
BOOK NOW w/ FLEXIBLE CANCELLATION POLICIES for ALL ARRIVALS Thru 4.30.2021
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! The health and sa ...
From $159 per night (USD)VRBO
- From $160 per night (USD)
HomeAway
Beachplace 9 502 in Longboat Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beachplace is a wonderful community known for its beautifully manicured grounds, outstanding amenities (pool, hot tub, c ...
From $160 per night (USD)HomeAway
- From $160 per night (USD)
VRBO
Siesta Key Voted #1 Beach Siesta Dunes 2 Bedroom Condo Beautiful Beach Book Now
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedrooms, 2 full bathrooms, - BEACHFRONT SIESTA DUNES - Siesta Key Beachfront Vacation Rental Condo on Crescent Beac ...
From $160 per night (USD)VRBO
- From $305 per night (USD)
HomeAway
Vacation Rental; 3 bedroom/2 bathin a quiet neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
3 bedrooms, 2 bathrooms, possible forth bed. Closed lanai, fenced backyard, pet's welcome. 1 car garage, laundry room, B ...
From $305 per night (USD)HomeAway
- From $125 per night (CAD)
VRBO
Condo located on the best beach in the United States
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located on the famous Crescent Beach of Siesta Key, this beachfront garden-view property comfortably hosts 4 adults or a ...
From $125 per night (CAD)VRBO
- From $100 per night (USD)
HomeAway
Sarasota Vacation Rental, 2 Bedroom, 2 Bathroom Condo. Walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful updated 2 bed, 2 bath condo for rent in the perfect location. This condo is located conveniently right at the ...
From $100 per night (USD)HomeAway
- From $150 per night (USD)
VRBO
Fishermans Cove B101 Ground floor and on the beach, next to the pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fishermans Cove B101 Ground floor and on the beach, next to the pool! Remodeled with wall to wall tiled driftwood plan ...
From $150 per night (USD)VRBO
- From $125 per night (USD)
HomeAway
Beautiful one bedroom condo on Siesta Key. minutes from Siesta key Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Beautiful 4'th floor condo with elevator access. screened in lanai, all the essentials, and beach chairs, umbrellas, coo ...
From $125 per night (USD)HomeAway
- From $625 per night (USD)
VRBO
Sunset Heaven in Sarasota
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
SAVE 40% February 27 - March 13 due to last minute cancellation! $3780 per week, reduced from $6300. Location, lo ...
From $625 per night (USD)VRBO
- From $259 per night (USD)
HomeAway
3 Bedroom, 2 Bath Pool Home Near Siesta Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Less than 5 miles to the #1 Beach, Siesta Beach! This newly remodeled 3 bed/2 bath private residence sleeps up to 6. Loc ...
From $259 per night (USD)HomeAway
- From $259 per night (USD)
VRBO
Downtown Sarasota near Lido and Siesta
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Adorable 2 Bedroom, 1 Bath house in historic downtown Sarasota on famous Burns Court. The house is full of light with f ...
From $259 per night (USD)VRBO
- From $205 per night (USD)
HomeAway
Charming Siesta Key Village Vacation Condo - Unbeatable Location, Free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Village West # 101 is the perfect place for your Siesta Key Vacation. With rentals by the day, by the week, or longer th ...
From $205 per night (USD)HomeAway
- From $175 per night (USD)
VRBO
Dog Friendly Heated Pool Home Close to Beaches & Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
We refer to this Florida Home as 'Goldy Lox's West Wing on Bermuda Brook.' This comfortable mid-century Florida home is ...
From $175 per night (USD)VRBO
- From $289 per night (USD)
HomeAway
Beautiful 3BR Totally Renovated House - Gated Golf Community
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
NOTE-CORRECTION: MINIMUM RENTAL 120 DAYS - Exclusive Calusa Lakes gated golf community. Minutes to local beaches includ ...
From $289 per night (USD)HomeAway
- From $100 per night (USD)
VRBO
Lovely Condo with Sunset Views and All the Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
You are going to love this vacation! Spacious fully equipped 5th floor condo across the street from the Gulf of Mexico a ...
From $100 per night (USD)VRBO
- From $51 per night (USD)
HomeAway
Cambridge House, 2 Bedrooms, Private Heated Pool, Lanai, Sleeps 6, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Look no further for an absolutely stunning private heated pool overlooking a peaceful lake. Perched above a serene lake, ...
From $51 per night (USD)HomeAway
- From $200 per night (USD)
VRBO
WATERFRONT Luxury Home! Private Pool, Dock, Close to Beaches
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to “Bayfront Retreat”! This fabulous, fully renovated 3 bedroom / 3 bathroom waterfront home is the ideal place ...
From $200 per night (USD)VRBO
- From $196 per night (USD)
HomeAway
Family-Friendly 3-bedroom Watch the Dolphin and Manatee from Your Lanai on Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy your vacation on Siesta Key in this spacious three bedroom / two bathroom vacation rental. This condo is turnkey f ...
From $196 per night (USD)HomeAway
- From $194 per night (USD)
VRBO
Private heated pool, super clean, close to Siesta beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Newly renovated and available for your vacation. Newly Renovated with new terrazzo floor and paint throughout. New app ...
From $194 per night (USD)VRBO
- From $229 per night (USD)
HomeAway
Luxuriously appointed condo with sweeping Gulf of Mexico and Siesta Key Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Crystal Sands #609 has been totally renovated and tastefully decorated with a king in the master and two queen size beds ...
From $229 per night (USD)HomeAway
- From $214 per night (USD)
VRBO
Treat yourself to the finer things in life!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Crystal Sands Condominiums! We would love to have you stay with us in one of our luxury 2-bedroom 2-bath full ...
From $214 per night (USD)VRBO
- From $700 per night (USD)
HomeAway
BOOK NOW w/ FLEXIBLE CANCELLATION POLICIES for ALL ARRIVALS Thru 4.30.2021
- Bedrooms:
- 7.5
- Bathrooms:
- 8
- Sleeps:
- 22
Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! The health and sa ...
From $700 per night (USD)HomeAway
- From $310 per night (USD)
VRBO
Light and Airy and Private, Great Location, Historic Neighborhood.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
In an Mediterranean Revival home, light and airy, one bedroom above separate garage with bath and full kitchen. Wooden ...
From $310 per night (USD)VRBO
- From $175 per night (USD)
HomeAway
Elegant - Spacious - Private Townhome - steps aways from Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Need a “flexcation" near the Florida beach? If you can work from anywhere - why not work from sunny Florida and get some ...
From $175 per night (USD)HomeAway
- From $130 per night (USD)
HomeAway
3BR/2BA Condo-Covered Parking, on Golf Course, Venice, Florida
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bird Bay Village is an established community located just off interstate 75 on the eastern edge of the quiet town of Ven ...
From $130 per night (USD)HomeAway
- From $50 per night (USD)
VRBO
Walk to beach Heated POOL King bed DAILY WEEKLY Villa 1 SPECIALS
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy Siesta Key in style! We are a small resort on Siesta Key offering daily rentals Brand new high end ground floor lu ...
From $50 per night (USD)VRBO
- From $150 per night (USD)
HomeAway
Make yourself at home clean 3/2 private heated saltwater pool home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your North Port , Fl stay couldn’t get any better when you make yourself at home in this beautiful, bright 3 bedroom, 2 ...
From $150 per night (USD)HomeAway
- From $100 per night (USD)
VRBO
Beautiful Siesta Key- Drop your bags and head to the White Sandy Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Number 201, with recent updates, is a beautifully situated spot to enjoy the comforts of home, while you are away from h ...
From $100 per night (USD)VRBO
- From $59 per night (USD)
HomeAway
Walk to the Beach! Newly Remodeled, Just 4 Blocks from Beautiful Venice Beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We value the health and safety of all of our guests. All frequently touched surfaces, knobs, faucets, and appliances are ...
From $59 per night (USD)HomeAway
- From $200 per night (USD)
VRBO
Architectual Icon located on beautiful Venice Island
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Prize winning architectural icon by Architect Victor A. Lundy, built in 1958. The private residence has been renovated f ...
From $200 per night (USD)VRBO
- From $59 per night (USD)
HomeAway
Walk to the Beach! Just 4 Blocks from Beautiful Venice Beaches. Newly Remodeled
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We value the health and safety of all of our guests. All frequently touched surfaces, knobs, faucets, and appliances are ...
From $59 per night (USD)HomeAway
- From $125 per night (USD)
VRBO
Relaxing Pool Home with PRIVATE BEACH access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
"Welcome to Paradise. My vacation has just begun!!" Is exactly what you'll think when you enter this home. Tastefully fu ...
From $125 per night (USD)VRBO
- From $117 per night (USD)
HomeAway
Parkdale Home, 4 bedrooms, Private Heated Pool, HDTV, WiFi, Sleeps 12
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
You’ll never have to choose at Parkdale Venice House whether to enjoy the pool or beach. This gorgeous 4-bedroom house o ...
From $117 per night (USD)HomeAway
- From $180 per night (USD)
VRBO
Unit 306- 2 Bedroom 2 Bathroom Bay Side Standard Condominium
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This renovated first floor 2-bedroom 2-bathroom condominium, is located on the Bayside of our property. The Bayside has ...
From $180 per night (USD)VRBO
- From $113 per night (USD)
HomeAway
3 bedroom 3 bath house with private heated screened pool on a quiet cul de sac
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
2300 sq ft home 3 car garage with covered lani with a screened in solar heated pool and large fenced in private back yar ...
From $113 per night (USD)HomeAway
- From $85 per night (USD)
VRBO
Siesta Key For Me @ The Palm Bay Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Inter-coastal & Ocean Front Property, 2 Pools, 1 Hot Tub, Private Beach ⭐⭐⭐⭐⭐average reviews. This Bayside Suite has be ...
From $85 per night (USD)VRBO
- From $125 per night (USD)
HomeAway
Amazing View - On Golf Course - Top Floor - Near Beaches, Shopping & Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This highly sought after and beautifully decorated 2 bedroom / 2 bath condo located in Farmington Vistas, which is a sma ...
From $125 per night (USD)HomeAway
- From $405 per night (USD)
VRBO
Venice Island Retreat 2BR/2BA Home With Tropical Heated Pool & Waterfall
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to The Venice Island Retreat, a true island home located in the historic district of Venice, Florida. Nestled und ...
From $405 per night (USD)VRBO
- From $400 per night (USD)
HomeAway
Beautiful 3BR Venice Home w/ private pool; only 3 miles from the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Looking for a private getaway? Absolutely stunning, private home with close proximity to downtown Venice, restaurants a ...
From $400 per night (USD)HomeAway
- From $200 per night (USD)
VRBO
Unit 163-2 Bedroom 2 Bathroom Gulf Side Club Interior Condominium
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This renovated third floor 2 bedroom 2 bathroom condominium is located on the Gulf side of our property. There is a fi ...
From $200 per night (USD)VRBO
- From $95 per night (USD)
HomeAway
Less than 3 Miles to Siesta Key Beach! Close to everything!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our sweet serene cottage home is located in a quiet old Florida neighborhood and is across from a small neighborhood par ...
From $95 per night (USD)HomeAway
- From $120 per night (USD)
VRBO
Sit Back And Watch The Parade Of Boats From Your Luxurious Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
COMPLETELY RENOVATED WITH BREATHTAKING VIEWS of the inter-coastal waterway. This condo has a large screened lanai, 2 T ...
From $120 per night (USD)VRBO
- From $150 per night (USD)
HomeAway
Unit 162- 1 Bedroom 1 1/2 Bathroom Club Side Interior Condominium
- Bedrooms:
- 2.5
- Bathrooms:
- 1
- Sleeps:
- 4
This third floor 1 bedroom 1 ½ bathroom condominium is located on the Gulf side of our property. Because of its central ...
From $150 per night (USD)HomeAway
- From $150 per night (USD)
VRBO
Key West style beach cottage JUST STEPS from #1 SIESTA KEY BEACH!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
**PLEASE USE "Ask Owner A Question" button (blue letters by owners photo on right) BEFORE requesting a booking so we can ...
From $150 per night (USD)VRBO
- From $125 per night (USD)
HomeAway
RECENTLY RENOVATED! Only steps to the beach and premium everything!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Act now to enjoy this beautifully remodeled condo only steps from the #1 Beach in the country! We are LESS THAN 100 yard ...
From $125 per night (USD)HomeAway
- From $100 per night (USD)
VRBO
View World-famous Siesta Beach from Lanai! Closest Condo Complex to the Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
2020 TripAdvisor ranks Siesta Beach #1 best beach in the US and #11 in the WORLD (based on travelers reviews & ratings) ...
From $100 per night (USD)VRBO
- From $254 per night (USD)
HomeAway
Private Siesta Key House - Walk to Village & Beach - Heated Pool/Spa - No Stairs
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Spend the day at the beach, swim and relax in the hot tub and or heated pool, rent a boat and dock right behind the home ...
From $254 per night (USD)HomeAway
- From $250 per night (USD)
VRBO
2 Bedroom, 2 Bath, Sleeps 6, private in ground pool home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to my beautiful Beach Home! This home is 1300 sq ft and has 2 Bedrooms (1 queen size bed, 2 Full-size beds, 2 tw ...
From $250 per night (USD)VRBO
- From $62 per night (USD)
HomeAway
Poco Place, 2 Blocks to Beach, WiFi, 2 Bedrooms, Sleeps 6
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
You’ll be just two blocks from the Gulf when you vacation at Poco Place, a small home tucked away on a quiet street in V ...
From $62 per night (USD)HomeAway
- From $100 per night (USD)
VRBO
Villa in Resort Style Community
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 bedroom, 2 bathroom villa sleeps 4. With a generous total area of approximately 1,400 sq. ft. having its own attached ...
From $100 per night (USD)VRBO
- From $100 per night (USD)
HomeAway
John Ringling Suite 2 BR, 2 BA, kitchen: 5 Minutes To Beach & Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Check out our other VRBO listings and great reviews! : VRBO.com/1358994 VRBO.com/1310860 VRBO.com/1234762 VRBO.com/1 ...
From $100 per night (USD)HomeAway
- From $180 per night (USD)
VRBO
Unit 347-2 Bedroom 2 Bathroom Bay Side Standard Condominium
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This third floor 2-bedroom 2-bathroom condominium is located on the Bayside of our property. The Bay side has a pool, h ...
From $180 per night (USD)VRBO
- From $130 per night (USD)
HomeAway
! Luxury Siesta Key Beach Front Home
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 6
#1 Beach in the world by National Geographic Magazine. #1 in 'America's Best Beaches-2016' and 2017 by Dr. Stephen Leat ...
From $130 per night (USD)HomeAway
- From $90 per night (USD)
VRBO
Intercoastal delight with beach access Sept to Oct $89 per night
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
4 minute walk to private beach access to the #1 beach in the country. A 1 minute walk to the Intercoastal Waterway. Se ...
From $90 per night (USD)VRBO
- From $230 per night (USD)
HomeAway
Beach Front 3BR 2 BA Villa Near Siesta Key Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
#1 Beach in the world by National Geographic Magazine. #1 in 'America's Best Beaches-2016' by Dr. Stephen Leatherman, A ...
From $230 per night (USD)HomeAway
- From $220 per night (USD)
VRBO
Unit 140- 2 Bedroom 2 Bathroom Gulf Side Club Corner Condominium
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This second floor 2 bedroom 2 bathroom condominium is located on the Gulf side of our property. Because of its central ...
From $220 per night (USD)VRBO
- From $325 per night (USD)
HomeAway
WINTER SPECIAL NOW!!! Fully furnished, Pool and Jacuzzi, FreeWiFi, BookNow!!!!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Don't Miss this Unique Opportunity to Rent Just Minutes from the White Sandy Beaches of Sparkling Siesta Key! The compl ...
From $325 per night (USD)HomeAway
- From $75 per night (USD)
VRBO
Beachside condo near the beach, shopping, dining. Location is key. Crescent Area
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautiful, quiet home away from home at the beach. Cozy, clean, residential neighborhood away from the crowds and only ...
From $75 per night (USD)VRBO
- From $140 per night (USD)
HomeAway
Waterfront Home on Forked Creek by Manasota Key
- Bedrooms:
- 2.5
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Fairview Cottage, our recently refinished 2 bedroom 2 bathroom waterfront house on Forked Creek in North Engl ...
From $140 per night (USD)HomeAway
- From $210 per night (USD)
VRBO
Deluxe Condo at Siesta Dunes Beachfront Complex
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come and enjoy the natural beauty of Siesta Key beach in our private and well-maintained condo in a relaxing garden sett ...
From $210 per night (USD)VRBO
- From $250 per night (USD)
HomeAway
Spacious Waterfront Retreat
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 6
New listing! Watch the White Pelicans and Ospreys soar over the intracoastal from this waterfront retreat. One house of ...
From $250 per night (USD)HomeAway
- From $85 per night (USD)
VRBO
Lido, Armand's, Sarasota - Walk to Beach & St. Armands, Private cottage w/grill!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Lido Beach is one of the most beautiful beaches, not only in Florida, but in the United States. The beach has been compl ...
From $85 per night (USD)VRBO
- From $100 per night (USD)
HomeAway
SEASONAL SPECIAL!! Gorgeous Gulf and Pool View No Streets between you & the Gulf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This beautiful 2 bedroom, 2 bathroom condo is a hidden treasure on the south end of Siesta Key. The grounds at Bay Tree ...
From $100 per night (USD)HomeAway
- From $214 per night (USD)
VRBO
Treat yourself to the finer things in life!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to Crystal Sands Condominiums! We would love to have you stay with us in one of our luxury 2-bedroom 2-bath full ...
From $214 per night (USD)VRBO
- From $100 per night (USD)
HomeAway
Heated Pool, Tennis Courts, Game Room, Gas Grills, & an unbeatable SK location!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
House of the Sun is very popular and in a great location. Please contact me before you reserve, just to make sure that ...
From $100 per night (USD)HomeAway
- From $350 per night (USD)
VRBO
Immaculate, quiet, pet and family-friendly pool home backing on pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
2,000+ square foot 3 bedroom, 2 bath waterfront salt-water pool home located in Stoneybrook Estates, part of Palmer Ranc ...
From $350 per night (USD)VRBO
- From $59 per night (USD)
HomeAway
Walk to the Beach! 4 Blocks from Venice Beaches - Newly Remodeled w/ Patio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We value the health and safety of all of our guests. All frequently touched surfaces, knobs, faucets, and appliances are ...
From $59 per night (USD)HomeAway
- From $1600 per night (USD)
VRBO
Tropical Bungalow-5 MIN WALK TO BEACH-15 MIN TO VILLAGE-MONTHLY RENTAL-PETS OK
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
SHORT WALK TO FAMOUS SIESTA WHITE SAND BEACH & QUAINT ISLAND VILLAGE. Come and stay in one o ...
From $1600 per night (USD)VRBO
- From $170 per night (USD)
HomeAway
Beautifully Decorated First Floor 2br Condo Directly Across Siesta Key Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our condo is beautifully decorated with elegant touch & taste. The master bedroom has a king size bed with a private bat ...
From $170 per night (USD)HomeAway
- From $250 per night (USD)
VRBO
Lido, St. Armand's HEATED POOL home w/grill, walk to Lido Beach/ St. Armand's
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This home is a piece of paradise! One block to the beach, 5-minute walk to St. Armands! This listing is a beautifully ...
From $250 per night (USD)VRBO
- From $130 per night (USD)
HomeAway
Resort Style Villa With Heated Pool, 2 Tennis Courts And Jacuzzi !
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful villa in Village des Pins, located in hearth of Sarasota, just minutes from Siesta Key Beach – voted repeatedl ...
From $130 per night (USD)HomeAway
- From $130 per night (USD)
VRBO
On beach,Beach View,2019remodel,beautiful condo,NEW UV AIR PURIFICATION SYSTEM
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
PERFECT LOCATION, NEW UV AIR PURIFICATION SYSTEM. Contact us if you don't see your dates available so we can help. You w ...
From $130 per night (USD)VRBO
- From $235 per night (USD)
HomeAway
Weekly Rentals/ Resort Style Vacation/End Unit/Private Backyard
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Prime location in Village Des Pines Complex with private backyard views from screened in lanai. 2 bdrm/2 bath split floo ...
From $235 per night (USD)HomeAway
- From $179 per night (USD)
VRBO
Beautifully Updated Villa Directly on Crescent Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Private Villa on Siesta Key. 2 Bedrooms, 2 Bath freestanding Villa including attached garage with your own washer/dryer ...
From $179 per night (USD)VRBO
- From $140 per night (USD)
HomeAway
Secluded Home with Private, heated, saltwater pool Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Behind a privacy wall you will find this completely renovated home with all new furnishings and tropical landscaping. O ...
From $140 per night (USD)HomeAway
- From $300 per night (USD)
VRBO
Unit 83 - 2 Bedroom 2 Bathroom Condominium With Gulf Front Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unit 83- 2 Bedroom 2 Bathroom Gulf Front Condominium. | This nicely renovated beautiful two bedroom two bathroom Gulf ...
From $300 per night (USD)VRBO
- From $170 per night (USD)
HomeAway
Inn on the Beach 3007
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This perfect island getaway is located on the southern tip of Longboat Key with a beautiful beach and pool area. ...
From $170 per night (USD)HomeAway
- From $100 per night (USD)
VRBO
Lovely Family Villa In Paradise!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This vacation rental has 2 bedrooms, 2 bathrooms, kitchen, washer, dryer, living & dining, private garage w/remote entry ...
From $100 per night (USD)VRBO
- From $275 per night (USD)
HomeAway
Newly Remodeled, Brand New Furnishings Minutes To Beach. With Pool, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come and enjoy this newly remodeled private home! It is clean, bright and centrally located with easy access to beache ...
From $275 per night (USD)HomeAway
- From $160 per night (USD)
VRBO
401 Shore Rd - Spacious, Walk to Nokomis Beach/Casey Key, Wi-Fi, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Tangerine Terrace is a spacious and quiet vacation rental located off the road behind our other property (vrbo#19396 & ...
From $160 per night (USD)VRBO
- From $144 per night (USD)
HomeAway
Sea Turtle Cabana Sarasota Near Downtown-Ringling College
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Sea Turtle Cabana is a 1 bedroom private studio, sharing land with a charming historic house also used by guests. The ...
From $144 per night (USD)HomeAway
- From $60 per night (USD)
VRBO
Playalido Unit #2 Vacation Home, Is Complex A Few Steps From Lido Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Playa Lido is a 1 bedroom with queen size bed, living room with a queen size sleep sofa, full equipped kitchen. WiFi a ...
From $60 per night (USD)VRBO
- From $125 per night (USD)
HomeAway
SHORE ACRES- Less than a mile to Nokomis Beach
- Bedrooms:
- 2.5
- Bathrooms:
- 2
- Sleeps:
- 6
There are two bedrooms: The Master bedroom has a queen bed and the second bedroom has twin beds. There is one full bat ...
From $125 per night (USD)HomeAway
- From $218 per night (USD)
VRBO
West Of The Trail, Cottage.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Dreamy west of trail cottage. Close to shopping and beaches. Fully renovated vintage cottage. Wood floors, tile baths, g ...
From $218 per night (USD)VRBO
- From $100 per night (USD)
HomeAway
Private BEACHFRONT home on Casey Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Renovated beachfront private home on the exclusive island of Casey Key Florida. Standard rental period is Saturday-to-S ...
From $100 per night (USD)HomeAway
- From $160 per night (USD)
VRBO
411 Shore Rd - .5mi Walk to Nokomis Beach - Wi-Fi, HDTV, Amenities Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Seahorse Shores - 411 Shore Road - Two Bedroom Beach Villa Located 1/2 Mile From Nokomis Beach and Casey Key. Fabulous l ...
From $160 per night (USD)VRBO
- From $141 per night (USD)
HomeAway
Our House at the Beach 222, Sleeps 4, 2 Bedroom, Tennis, Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
There's plenty of room for everyone here at Our House. We have a split-level living/dining area, with a large living roo ...
From $141 per night (USD)HomeAway
- From $115 per night (USD)
VRBO
Charming Siesta Key Beach Villa - Siesta Villa Coralline
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Covid-19 Altez Vacations is committed to the safety and well-being of its guests. As such we have adopted additional c ...
From $115 per night (USD)VRBO
- From $250 per night (USD)
HomeAway
BOOK YOUR DREAM HOME FOR YOUR DREAM VACATION
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
THE DREAM HOME FOR YOUR DREAM VACATION! This is it. Look no further. Your Dream Home Vacation is here. Where else? VENI ...
From $250 per night (USD)HomeAway
- From $102 per night (USD)
VRBO
Private beach and two pools adjacent to village in a secluded complex.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This two bedroomed first floor condo in a low rise building has been updated and is furnished to a high standard. It ha ...
From $102 per night (USD)VRBO
- From $136 per night (USD)
HomeAway
Beautifully remodeled one-bedroom with "sleep-ready" den
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Charming Siesta Key one bedroom den/second bedroom, one bath vacation condo rental at Gulf & Bay Bayside. Master bedroom ...
From $136 per night (USD)HomeAway
- From $199 per night (USD)
VRBO
Condo 108 Experience Paradise in this 2BRs 2Bath condo Right on the No 1 beach in the USA At Sea Shell Beach Front Property
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come and sink your toes into the cool powdery white sand right outside your door, see the incredible sunsets and enjoy a ...
From $199 per night (USD)VRBO
- From $135 per night (USD)
HomeAway
Siesta Key Serenity At The Palm Bay Club!!! APRIL & MAY 2021 OPEN NOW!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Easy access -- park in front of your condo. No steps. No elevators. Location and value. This 1st floor bayside cond ...
From $135 per night (USD)HomeAway
- From $59 per night (USD)
VRBO
Peaceful Setting, on the water of Little Sarasota Bay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Tropical Breeze is a 1 bedroom 1 bath apartment on the first floor of a 4-plex apartment building. The apartment is no ...
From $59 per night (USD)VRBO
- From $214 per night (USD)
HomeAway
Treat yourself to the finer things in life!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Crystal Sands Condominiums! We would love to have you stay with us in one of our luxury 2-bedroom 2-bath full ...
From $214 per night (USD)HomeAway
- From $184 per night (USD)
VRBO
RENOVATED 2BED/2BATH'S ON CRESCENT BEACH
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
COMPLETELY Remodeled Condo. "Second Wind"24V Series Germicidal Surface/ & Air Purifier System Installed on HVAC System ...
From $184 per night (USD)VRBO
- From $100 per night (USD)
HomeAway
Newly renovated 3 Br/2 Ba Villa Minutes From Beach/Downtown/Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary description: Location, Location, Location! The perfect urban beach and arts escape. Close to Beaches, Bay, Downt ...
From $100 per night (USD)HomeAway
- From $136 per night (USD)
VRBO
Kick Back & Relax - King & Queen Beds in Our Adorable Ground Floor Siesta Key Beach & Bayside Con...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RARE OPPORTUNITY - WINTER 2021 NOW AVAILABLE! Lovely beach retreat. Walk to Siesta Beach With a King bed in the master ...
From $136 per night (USD)VRBO
- From $220 per night (USD)
HomeAway
Lakeside Apartment in Sarasota Los Lagos' Jewel 2/2 Mediterranean Luxury Look
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
You rent a condo, and get the feeling of an elegant, spacious luxury villa! Welcome to Los Lagos with rural Mediterrane ...
From $220 per night (USD)HomeAway
- From $200 per night (USD)
VRBO
Unit 131- 2 Bedroom/2 Bathroom Club Interior
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This third floor 2 bedroom 2 bathroom condominium is located on the Gulf side of our property. There is a spacious ele ...
From $200 per night (USD)VRBO
- From $325 per night (USD)
HomeAway
s!Tropical Getaway!! Winter Season Special!!! Heated pool!!! BOOK NOW! Free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Don't Miss this Unique Opportunity to Rent Just Minutes from the White Sandy Beaches of Sparkling Siesta Key! My fully ...
From $325 per night (USD)HomeAway
- From $164 per night (USD)
VRBO
Paradisel 2 Bedroom Gulf/Beach Front Condo, Remodeled, Sunset on Siesta Keys
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
AMAZING 2-bedroom, beach front condo with sunset views overlooking the Gulf of Mexico with either ocean or lagoon water ...
From $164 per night (USD)VRBO
- From $229 per night (USD)
HomeAway
Treat yourself to the finer things in life!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Crystal Sands Condominiums! We would love to have you stay with us in one of our luxury 2-bedroom 2-bath full ...
From $229 per night (USD)HomeAway
- From $229 per night (USD)
VRBO
Beautifully Appointed 2 bedroom Condo with Gulf View!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Crystal Sands Condominiums! We would love to have you stay with us in one of our luxury 2-bedroom 2-bath full ...
From $229 per night (USD)VRBO
- From $229 per night (USD)
HomeAway
Fantastic 2 Bd+Den,2bth With Heated Pool Near Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come enjoy the relaxed but vibrant life of Sarasota, Florida. Just a short drive to the beautiful white sand beaches of ...
From $229 per night (USD)HomeAway