
Sarasota Area Rentals
- From $359 per night (USD)
VRBO
Beach Club | Renovated Condo | Steps to Crescent Beach | Heated Pool & Hot Tub | Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A short walk from your door puts you on Crescent Beach, one of the world's top-ranked stretches of white quartz sand. Th ...
From $359 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Anchorage Resort 9th Floor 2-Bedroom Condo with Balcony- Gulf Views! Pool, Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Anchorage Resort on Siesta Key - includes resort amenity access! Our 2 bedroom, 2 bathroom, private vacation condo ...
From $320 per night (USD)Expedia
- From $305 per night (USD)
VRBO
Relaxing 3BR/2Ba Oasis with Heated Pool.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our inviting three-bedroom house, nestled on a quiet dead-end street. With its charming and friendly atmosphe ...
From $305 per night (USD)VRBO
- From $352 per night (USD)
VRBO
Siesta Beach The BEST seaview from apartment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
BEAUTIFUL apartment located directly on the No. 1 beach in the USA - Siesta Key! The apartment offers 2 bedrooms, living ...
From $352 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Luxury Family Home Near Downtown & Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A tranquil and spacious 3BR/2BA house awaits you on a serene, traffic-free street. This luxurious abode boasts high-beam ...
From $350 per night (USD)VRBO
- From $187 per night (USD)
Expedia
10 Minute drive to Siesta Beach!!! Spacious Condo.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
ASK ABOUT OUR MONTHLY RATES! Our smoke free condo is located within 10 minute drive to Siesta Beach. It is on the seco ...
From $187 per night (USD)Expedia
- From $124 per night (USD)
VRBO
Cheerful Home by the Springs
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Recently remodeled home that is 5 minutes walk from the Mineral Springs. Very stylish and relaxed atmosphere. TVs in eve ...
From $124 per night (USD)VRBO
- From $169 per night (USD)
Expedia
Pinecraft Area Remodeled 3bdr/2bth Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Remodeled 3-bedroom home in the Pinecraft area of Bahia Vista puts you in the heart of Sarasota. Enjoy easy access to Si ...
From $169 per night (USD)Expedia
- From $443 per night (USD)
VRBO
Lakeside vacation awaits
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
This home is directly located on Lake Sarasota. While sitting in the pool you can enjoy the beautiful views of Lake Sara ...
From $443 per night (USD)VRBO
- From $543 per night (USD)
VRBO
Sunny Venice villa w/ heated pool and lanai, kayaks, close to beach and downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Almost Fully Booked! Don’t Miss Your Chance to Stay! Last availability for this summer is July 25-August 3. Last 9 n ...
From $543 per night (USD)VRBO
- From $262 per night (USD)
VRBO
Looking for the perfect vacation rental?
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Looking for the perfect vacation rental? Weekly? Monthly? or for the Season? This 2 bed /1 bath 3rd floor condo has just ...
From $262 per night (USD)VRBO
- From $247 per night (USD)
Expedia
Quiet Venice Retreat with Private Lanai & Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Find your next Sunshine State escape when you stay at this Venice vacation rental! This 3-bedroom, 2-bathroom home has e ...
From $247 per night (USD)Expedia
- From $160 per night (USD)
VRBO
Lovely one bedroom condo near Siesta Key Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This bright and cozy condo is very clean and feels like home, with amenities needed to stay a night, week or a month. T ...
From $160 per night (USD)VRBO
- From $1295 per night (USD)
VRBO
Lido Beach Waterfront Oasis: Private Heated Pool & Hot Tub - Steps to Lido beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to this stunning waterfront retreat on beautiful Lido Key, where luxury, comfort, and coastal living come togeth ...
From $1295 per night (USD)VRBO
- From $393 per night (USD)
VRBO
Stunning Views of the Beach & Bay - Spacious updated One BR condo w private deck
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Spacious condo with wraparound deck with views of the beach and intracoastal. King size bed in the bedroom with a queen ...
From $393 per night (USD)VRBO
- From $274 per night (USD)
Expedia
Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come vacation in this first floor, quiet and recently remodeled unit. New bathroom, mattresses, bedding, paint, hardware ...
From $274 per night (USD)Expedia
- From $312 per night (USD)
VRBO
New home 3/2 renovation 3 miles to Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Only a few miles from Siesta key Minutes to the best restaurant, grocery and store. The location is truly where the ho ...
From $312 per night (USD)VRBO
- From $381 per night (USD)
Expedia
GULF SIDE - Serene Private Condo, 2BR/2BA, Siesta Key Jamaica Royale #95
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Direct Gulf of America access · Jamaica Royale Condominiums · Siesta Key, Florida · Sleeps up to 6 · 3 heated pools · Fr ...
From $381 per night (USD)Expedia
- From $195 per night (USD)
VRBO
Sea Side Tropical rental home 5 min to town & beaches.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Relax at our many close by beaches, downtown Venice Island, gulf courses, boating, fishing, tennis, water sports, or our ...
From $195 per night (USD)VRBO
- From $317 per night (USD)
Expedia
Mid-century Waterfront Home with pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Mid-century home located midway between Sarasota and Venice FL. Peaceful views of South creek flowing into the Sarasota ...
From $317 per night (USD)Expedia
- From $110 per night (USD)
VRBO
Hemingway Inspired Villa
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Beautiful villa, quiet and comfortable two bedroom one bath close to downtown and the beaches. You can grill on your pri ...
From $110 per night (USD)VRBO
- From $215 per night (USD)
Expedia
Sandy Shores Villa near Sieta Key and other beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Spacious 2 bedroom/2 bath end unit villa Sunny Sarasota Florida is located in a tropical village setting. Enjoy all the ...
From $215 per night (USD)Expedia
- From $345 per night (USD)
VRBO
Island Vibes + Modern Comfort at Lido Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
**Island Vibes + Modern Comfort at Lido Beach! ** Looking for the perfect island escape? You’ve found it! Welcome to ou ...
From $345 per night (USD)VRBO
- From $210 per night (USD)
Expedia
Sea Club 2 - Relaxing Siesta Beach Key Condo Rental - Mermaids Rest
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our Sea Club II Siesta Key condo is located in a gated complex - voted top 5% with hundreds of five-star reviews! Free ...
From $210 per night (USD)Expedia
- From $322 per night (USD)
VRBO
Hideaway House Private Boho Retreat Pool Spa 3.5 miles to Siesta Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come stay at Hideaway House; a fun boho-style bungalow located 3.5 miles to beach access! Big screen smart television ...
From $322 per night (USD)VRBO
- From $283 per night (USD)
Expedia
Arlington Park Area! 3BR/2BA Sarasota Home – Heated Large Pool
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful 3-bedroom, 2-bath home across from Arlington Park, just minutes drive from Siesta Key Beach and Lido Beach and ...
From $283 per night (USD)Expedia
- From $108 per night (USD)
VRBO
Cozy South Venice Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our home, located in South Venice; a two bedroom, two bathroom newly remodeled home a few miles from Manasota ...
From $108 per night (USD)VRBO
- From $305 per night (USD)
Expedia
Casey Key Beach Getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Newly renovated cute little beach cottage just 100ft from the beach, fully equipped kitchen, living & dining area, king ...
From $305 per night (USD)Expedia
- From $198 per night (USD)
VRBO
Comfortable updated 3 bedroom home - enclosed, solar heated pool, private yard.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This updated 3 bedroom 2 bath home is located on a quiet street in a safe neighborhood, 25 minutes from Siesta Beach an ...
From $198 per night (USD)VRBO
- From $103 per night (USD)
Expedia
Peaceful Home by the Spings
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Recently remodeled home that is 5 minutes walk from the Warm Mineral Springs and many beaches Sarasota County has go off ...
From $103 per night (USD)Expedia
- From $520 per night (USD)
VRBO
Waterfront-20 Steps to Private Beach-1+ BR-Pets OK-Kayaks-SUPs-Best Sharkteeth
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Newly renovated, upscale, light and bright suite (exclusive private 1st floor of a residential home with private entranc ...
From $520 per night (USD)VRBO
- From $227 per night (USD)
Expedia
Super comfy cottage, close to the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Super comfy cottage with plenty of outdoor space, a relaxing patio, a screened in area, and a heated adult "kiddie" (2' ...
From $227 per night (USD)Expedia
- From $356 per night (USD)
VRBO
Siesta key Guest House 5 star on the water Private
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
OK so let me make this easy for you. This Amazing spot is not like other property your looking at! Imagine this! Going t ...
From $356 per night (USD)VRBO
- From $153 per night (USD)
Expedia
Quiet Downtown Sarasota Villa. 2 bed 2 bath. 644
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Enjoy a stylish experience at this centrally-located attached villa, in the heart of Laurel Park, in downtown ...
From $153 per night (USD)Expedia
- From $254 per night (USD)
VRBO
2/2 Beachplace Condo, Beach, Pool, Fitness, Tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Proudly offered by FL Vacation Connection, this property is ideal for professionals working remotely! Beautifully furn ...
From $254 per night (USD)VRBO
- From $195 per night (USD)
Expedia
2/2 Condo LBK, Pool, Fitness, Tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Offered by FL Vacation Connection, this fifth floor condo has views of the reflecting pond and fountain as well as a par ...
From $195 per night (USD)Expedia
- From $206 per night (USD)
VRBO
2/2 RENOVTED Condo, Beach, Pool, Fitness, Tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Professionally managed by FL Vacation Connection, this spacious unit is furnished with comfortable seating in the living ...
From $206 per night (USD)VRBO
- From $464 per night (USD)
Expedia
Waterfront/Pool mins to Siesta Key Beach-bikes/kayaks/SUPS incd- paddle to beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
WATERFRONT PROPERTY - Everything you need for a vacation or short term stay on Siesta Key is INCLUDED. Bikes, paddle b ...
From $464 per night (USD)Expedia
- From $451 per night (USD)
VRBO
Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SPRING SPECIAL RATES
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 BR, 2 BA, sleeps large family, heated pool-jacuzzi, free WIFI, across lake POOL AREA & LAKE-VIEW, KING BED, CERAMIC-FL ...
From $451 per night (USD)VRBO
- From $622 per night (USD)
Expedia
7th-Floor Oceanfront Palm Beach Club Condo | Stunning Views | Heated Pool | Prime Location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unmatched Beachfront Views Await You! Consistently praised by our guests, the breathtaking, panoramic views from th ...
From $622 per night (USD)Expedia
- From $247 per night (USD)
VRBO
Completely Remodeled- 150 Yards to Beach and Restaurants!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located just 150 yards from Crescent beach, this side of our duplex offers a 2 bedroom and 1 bath villa, and is in the h ...
From $247 per night (USD)VRBO
- From $101 per night (USD)
Expedia
Downtown Sarasota Florida Vacation Rental, 2BR/2BA Apt, 5–10min to Lido & Siesta
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Private 2-Bedroom, 2-Bath Apartment — Perfect for car-free guests (Sleeps up to 5 guests) Welcome to our cozy second-fl ...
From $101 per night (USD)Expedia
- From $348 per night (USD)
VRBO
Beachcomber unit 507
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our building is located on the beach and this unit has a partial beach view. Beach front units are availabl ...
From $348 per night (USD)VRBO
- From $1507 per night (USD)
Expedia
5 STAR SIESTA KEY, 80 STEPS to BEACH, LUXURY POOL, 6 BEDROOMS, SPACIOUS LIVING
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
For those seeking a truly amazing vacation experience! Come and experience the very BEST in hospitality on Siesta Key. ...
From $1507 per night (USD)Expedia
- Click For Pricing
VRBO
Harbor Towers & Yacht Club racket and
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Harbor Towers Yacht and Racquet Club is located on the inter-coastal waterway on Siesta Key in Sarasota, Florida. From t ...
Click For PricingVRBO
- From $277 per night (USD)
Expedia
Anchorage Resort 2 Bedroom Condo 6th Flr, Beach Access, Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Anchorage Resort on Siesta Key - includes resort amenity access! Our 2 bedroom, 2 bathroom, private vacation condo ...
From $277 per night (USD)Expedia
- From $348 per night (USD)
VRBO
DT home 10 min. drive from beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Right in the Rosemary District/Gillespie Park, this bright and spacious private home is a 10 minute drive to Lido Beache ...
From $348 per night (USD)VRBO
- From $273 per night (USD)
Expedia
Siesta Key - Beachfront Condo - 2 BR – Free Boat Docks - Turtle Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat Docks Located Next to Turtle Beach on the Southern End of Siesta Key ...
From $273 per night (USD)Expedia
- From $373 per night (USD)
VRBO
Beachfront Condo - 3 BR- Heated Pool - Free Boat Docks – Upscale – Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta Key Located Next to Turtle Beach on ...
From $373 per night (USD)VRBO
- From $366 per night (USD)
Expedia
Enjoy the Beach & the Bay! Sensational Condo & Fantastic Amenities at Palm Bay Club 335
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sensational Condo & Fantastic Amenities at Palm Bay Club - Enjoy the Beach & the Bay! Enjoy gorgeous Bay views from the ...
From $366 per night (USD)Expedia
- From $373 per night (USD)
VRBO
Steps to Siesta Key Beach! Direct Access to Private Beach, Heated Pool. Sea Shell
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Skip the hassle of crossing busy streets or hauling beach gear—this beachfront condo puts Siesta Key’s famous sugar-whit ...
From $373 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Close to Beach & Shops | Private Home | Dog OK | Outdoor Seating | 1/2 mile to Siesta Key Bridge
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Casa Tranquilo! Book this beautifully renovated 3-bedroom, 2-bath modern home in an upscale Sarasota nei ...
From $250 per night (USD)Expedia
- From $272 per night (USD)
VRBO
Watch Sunsets from Our House At The Beach! 2nd Floor, Gulf Facing E101
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful Condo Directly Across from Siesta Key Beach at Our House At The Beach. Located on the 2nd floor facing the Gul ...
From $272 per night (USD)VRBO
- From $405 per night (USD)
Expedia
1 mile to Siesta Key! Early Bird Special & Low Wkly Rates! Heated Pool! BBQ
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Casa De Palma A charming Florida villa near world-famous Siesta Key. Casa De Palma is a 3-bedroom / 2-bath ...
From $405 per night (USD)Expedia
- From $333 per night (USD)
VRBO
Across The Street From #1 Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Siesta Key Beach Cottage is located right on Beach Rd directly across the street from the #1 Beach in the USA. Walk ...
From $333 per night (USD)VRBO
- From $354 per night (USD)
Expedia
Spacious Siesta Key Home with Private Heated Pool – Pet Friendly, Near Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Beautiful 2 story home with a 2 car garage and pool located in the desirable neighborhood of Bay Isles on the island of ...
From $354 per night (USD)Expedia
- From $232 per night (USD)
VRBO
Beachfront Condo - 2-Bedroom - Luxury - Directly on Crescent Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
CRESCENT ARMS - Siesta Key Beachfront Vacation Condos on Crescent Beach (Two Bedroom Beachfront Unit for Rent) Located D ...
From $232 per night (USD)VRBO
- From $438 per night (USD)
Expedia
Beautiful Beach House with Saltwater POOL -- Moments from Siesta Key
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This home is newly renovated and totally updated!. And...YES!! There is a POOL! This heated, saltwater pool is complete ...
From $438 per night (USD)Expedia
- From $761 per night (USD)
VRBO
Luxurious beachfront house on exclusive LONGBOAT KEY. Directly on the beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This exclusive beachfront house is located on the water's edge, directly on the Gulf of Mexico on sought after Longboat ...
From $761 per night (USD)VRBO
- From $451 per night (USD)
Expedia
HEATED pool, bike to Siesta, quiet street, 1 MILE to SK beach, kayaks & bikes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
LOCATION, LOCATION, LOCATION! Lovely 3 bedroom/2 bathroom 1800 sq. ft. West of the Trail pool home with screened enclos ...
From $451 per night (USD)Expedia
- From $267 per night (USD)
VRBO
VILLA 3 · Pool view. Walk to beach. Daily rentals
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Villa 3 is newly renovated, Everything has been remodeled and upgraded Featuring 1 King bedroom, 1 bathroom, with 2 per ...
From $267 per night (USD)VRBO
- From $269 per night (USD)
Expedia
Renovated Townhouse With Private Beach Access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gulf & Bay Club Bayside is a Resort complex of Key West style Town Homes all with one car attached garages. Gulf & Bay C ...
From $269 per night (USD)Expedia
- From $353 per night (USD)
VRBO
One Bedroom remodeled stand-alone Unit - steps from our private beach.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Adorable beach cottage located on bayside of Casey Key. Sit outside on the nicely landscaped patio outside your back doo ...
From $353 per night (USD)VRBO
- From $596 per night (USD)
Expedia
Star Fish. 3 Bed 2 Bath. POOL. Daily Rentals
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to our 3 Bedroom 2 Bathroom Siesta Key Beach House. Full kitchen. Walk to beach. We provide chairs & towels fo ...
From $596 per night (USD)Expedia
- From $271 per night (USD)
VRBO
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Unit G-24 is a beach style condo on the second floor Grand Tower with a private beach access. Take an elevator or stairs ...
From $271 per night (USD)VRBO
- From $325 per night (USD)
Expedia
4 BR/3BA Poolhouse is 4 miles from the famous Siesta Key Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
This home has a fresh spa-like feel with modern touches. The U-shaped house wraps around a large patio with free-form po ...
From $325 per night (USD)Expedia
- From $257 per night (USD)
VRBO
House in Venice Gardens, Heated Pool, Wi-Fi, Waterfront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax and unwind in our tastefully decorated waterfront vacation home. This single story well-kept home comes with 2 ful ...
From $257 per night (USD)VRBO
- From $284 per night (USD)
Expedia
Siesta Key Master suite 1 Lg BR & 1 large bonus rm w bed Heated Pool & Pets ok
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Sarasota rental perfect for family and friends getaways! 10 minutes from Siesta Key Beach! OUR rental features a comfy k ...
From $284 per night (USD)Expedia
- From $619 per night (USD)
VRBO
Family beach home! Fully renovated on water w/pool, boat dock & nearby beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
This home, which sleeps 11, has been fully renovated and the nearby beaches are open and waiting for you. The house is p ...
From $619 per night (USD)VRBO
- From $243 per night (USD)
VRBO
Siesta Key Townhome across from Pristine Sand & Blue Waters 2b/2b king queen
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
“Pristine sand, blue skies - 'Number 1 Beach'” The Best Thing to Come Home to after a Day on the Beach Is... ...a ...
From $243 per night (USD)VRBO
- From $336 per night (USD)
VRBO
Newly Renovated 4th Floor Condo Directly Across For The Siesta Key Beach<br><br>
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to paradise! Nestled on the pristine shores of Siesta Key, this stunning 2-bedroom condo invites you to experie ...
From $336 per night (USD)VRBO
- From $521 per night (USD)
Expedia
Bayshore Beach House - Walk to Nokomis Beach! Close to Siesta Key, Venice Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
5 minute walk or 1 minute drive to Nokomis Beach! 3 bedrooms, 2 full bathrooms, 2 king beds and 3rd room with a queen ...
From $521 per night (USD)Expedia
- From $693 per night (USD)
VRBO
Get a Change of Scenery at this Family Friendly Home in Sarasota w/Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
LEI' BY THE SEA-Looking for a unique, modern home for a retreat from the ordinary? Come and enjoy this distinctive home ...
From $693 per night (USD)VRBO
- From $360 per night (USD)
Expedia
Turquoise home +6 min. from Siesta +heated pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Bright second-floor 1-bedroom condo in a quiet residential area of Sarasota. Siesta Key Beach is a 5–10 minute drive (tr ...
From $360 per night (USD)Expedia
- From $247 per night (USD)
VRBO
Screened, heated pool - Sarasota extended stay home near Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to your own slice of paradise in the heart of Sarasota's coveted Gulf Gate community with this beautifully update ...
From $247 per night (USD)VRBO
- Click For Pricing
Expedia
Discover Your Perfect Family Vacation at Jamaica Royale 803 in Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Jamaica Royale 803 by Tropical Sands Accommodations Welcome to Jamaica Royale 803, a beautiful beachfront condo in the ...
Click For PricingExpedia
- From $437 per night (USD)
VRBO
Private Oasis on the Gulf: Direct Beachfront Home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience a truly special getaway with private, direct beach frontage on the Gulf of Mexico! This charming home offers ...
From $437 per night (USD)VRBO
- From $137 per night (USD)
VRBO
Sarasota Downtown on The Legacy Bike Trail
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Totally Renovated Vintage Cottage one minute to the downtown of Sarasota with the recently completed Legacy Trail right ...
From $137 per night (USD)VRBO
- From $444 per night (USD)
VRBO
The Sand Castle - Backyard Oasis Mins from Siesta!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
*UPDATED!* Your family will feel at home in this spacious home that has it all! With a gorgeous backyard, alluring HEATE ...
From $444 per night (USD)VRBO
- From $472 per night (USD)
Expedia
Sarasota Vacation Rental w/ Pool & Game Room!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Say 'game on' to family fun when you book a stay at this 3-bed, 2-bath vacation rental in sunny Sarasota! The stylish si ...
From $472 per night (USD)Expedia
- From $1243 per night (USD)
VRBO
Luxurious home with amazing rooftop deck views
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Knot A Basic Beach House by Lido Key Vacations #VR23-00003 Minimum stay duration of 7 days/nights Welcome to Knot A ...
From $1243 per night (USD)VRBO
- From $357 per night (USD)
Expedia
Beautiful Vacation Home - Heated pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to the vacation House!! 3 bed, 2 bath, and sofa living room, game room with POOL TABLE! Private heated pool 15 ...
From $357 per night (USD)Expedia
- From $308 per night (USD)
VRBO
Private Mid Century Oasis 2mi to Beach with Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Relax and take it easy at this beautiful old Florida home. Step outside to your own PRIVATE OASIS complete with towering ...
From $308 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Exquisite Small Cottage Minutes to Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Very upscale, full kitchen with granite counter, double bed, indoor + outdoor dining for four, Weber grill, wood deck, h ...
From $200 per night (USD)VRBO
- From $286 per night (USD)
VRBO
[Beach Retreat] modern condo +5 min. walk to beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
5 min walk to beach and bikes onsite to rent.. Relax and recharge at this beautiful modern two bedroom Siesta Key co ...
From $286 per night (USD)VRBO
- From $438 per night (USD)
Expedia
Private Island Living on Manasota Key! Rare Direct Beachfront Home!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover a world-renowned paradise !This is a rare opportunity to secure a direct beachfront rental on the exclusive Man ...
From $438 per night (USD)Expedia
- From $327 per night (USD)
VRBO
KEY DREAMS-LARGE HEATED POOL-3 BR-10 MIN TO SIESTA KEY-SLEEPS 8-GULF GATE
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
WELCOME TO KEY DREAMS! Newly renovated 3 bedroom, 2 bath home with all new furnishings. LARGE HEATED POOL with screened ...
From $327 per night (USD)VRBO
- From $263 per night (USD)
Expedia
Gorgeous Remodeled 2 Bedroom Longboat Key Condo with Stunning Bay Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful 2 bedroom/2 bath recently updated condo on Longboat Key looking over stunning Sarasota Bay. Top 3rd floor -wi ...
From $263 per night (USD)Expedia
- From $589 per night (USD)
VRBO
Palm Paradise - Pet Friendly Home on Siesta Key w/ Large Heated Private Pool & Outdoor Area!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Palm Paradise, your ultimate vacation rental nestled in the picturesque Northern part of Siesta Key Island, S ...
From $589 per night (USD)VRBO
- From $193 per night (USD)
Expedia
Beach Bum Bungalow-Sarasota-2 bdrm near Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our charming 'Beach Bum' vacation rental home in beautiful Sarasota, Florida only 10 minutes to Siesta Key. O ...
From $193 per night (USD)Expedia
- From $207 per night (USD)
VRBO
Sunseeker Bungalow-Great location to all things Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our charming 'Sun Seeker' vacation rental home in beautiful Sarasota, Florida only 10 minutes from Siesta Key ...
From $207 per night (USD)VRBO
- From $186 per night (USD)
Expedia
Newly Remodeled Beach Home, only1 mile to Nokomis Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Newly remodeled beach house, located in a quiet neighborhood surrounded by tropical vegetation. The house is only 1 mil ...
From $186 per night (USD)Expedia
- From $272 per night (USD)
VRBO
Sarasota Family Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our property is a 3 Bedroom, 2 Bath home in beautiful Sarasota County. We are located less than five miles from Siesta ...
From $272 per night (USD)VRBO
- From $185 per night (USD)
VRBO
Comfortable home in charming Southgate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
About this space 10 minutes from Siesta Key, Downtown, Waterfront restaurants, and more. Conveniently located between tr ...
From $185 per night (USD)VRBO
- From $155 per night (USD)
VRBO
Beautiful family house in Venice, Fl. It is only a mile away from Shamrock Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Beautiful family house in south Venice, Fl. It is only a mile away from Shamrock Park. The house is centrally located cl ...
From $155 per night (USD)VRBO
- From $513 per night (USD)
Expedia
Luxury 6BR Retreat with Beach Access
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Summary: Experience luxury in this stunning 6BR Siesta Key retreat. - Private pool and spa with deeded beach access ...
From $513 per night (USD)Expedia
- From $328 per night (USD)
VRBO
4 bdrm 2 bath 2138 sqft - Gulf Gate Estates, <3 miles from Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious newly updated 4 bdrm 2 bath (2138 sqft) mid-century modern style home, less 3 miles from the world renown Siest ...
From $328 per night (USD)VRBO
- From $325 per night (USD)
Expedia
Welcoming Sarasota Vacation Rental w/ Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Seeking easy access to the sunny beaches of Sarasota with all the comforts of home? Book this 2-bed, 2-bath vacation ren ...
From $325 per night (USD)Expedia
- From $139 per night (USD)
VRBO
New Listing Tranquil two bed/two bath hideaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located on a quiet cul de sac near gorgeous Siesta Key beaches, this tranquil two bed/two bath hideaway is an ideal Gulf ...
From $139 per night (USD)VRBO
- From $237 per night (USD)
VRBO
Siesta Key, 2.5 miles away! Close to everything.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
You’re just a short drive from Siesta Key Beach, downtown Sarasota and so much more in a quiet residential neighborhood. ...
From $237 per night (USD)VRBO





















































































![[Beach Retreat] modern condo +5 min. walk to beach](https://media.vrbo.com/lodging/93000000/92160000/92152800/92152721/b5638872.jpg?impolicy=ccrop&w=350&h=233&q=medium)














