
Sarasota Area Rentals

- From $385 per night (USD)
VRBO
Fisherman's Cove B306 - Spectacular view of Beach and Gulf from top floor unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Siesta Key Sunset Family Rentals is family-owned and proud to offer our beach-front Siesta Key (Sarasota) vacation rent ...
From $385 per night (USD)VRBO
- From $149 per night (USD)
Expedia
6 min. from Siesta+Heated pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
★ "An incredible apartment, with gorgeous views and 6 star hospitality!" • 6 min drive from Siesta • Pets welcome up to ...
From $149 per night (USD)Expedia
- From $138 per night (USD)
VRBO
Grand accomdation on USA #1 Beach-Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Two master suite condo on the island of Siesta Key with unparalleled beautiful views on the fifth floor! This lovely ...
From $138 per night (USD)VRBO
- From $348 per night (USD)
Expedia
Arden Garden - Family Friendly Close to Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The Arden Garden is a modern retreat, situated in a residential neighborhood while maintaining the feeling of cool isola ...
From $348 per night (USD)Expedia
- From $214 per night (USD)
VRBO
Beach Access, Heated Pool, Boat Docks, and MORE for the perfect beach getaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Siesta Key has grown in popularity over recent years due to its beautiful miles of pure white quartz sand beaches, vibra ...
From $214 per night (USD)VRBO
- From $314 per night (USD)
Expedia
Siesta Key - 2BR - Beachfront Condo on Crescent Beach - Heated Pool - Tennis Ct
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
SIESTA BREAKERS - Siesta Key Beachfront Vacation Rental Condo on Crescent Beach (Two Bedroom Vacation Units for Rent) L ...
From $314 per night (USD)Expedia
- From $159 per night (USD)
VRBO
Sarasota Downtown All Inclusive Town house !!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Located in the heart of Sarasota City, just minutes to shopping, dining, golf courses and of course the #1 Beach in the ...
From $159 per night (USD)VRBO
- From $84 per night (USD)
Expedia
2/2 Vaulted Ceiling 10 Min to beach on golf course
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Venice vacation rental 2nd floor condo has 2 bedrooms, 2 baths and room for 6 guests It features 2 separate lanais ...
From $84 per night (USD)Expedia
- From $219 per night (USD)
VRBO
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
"Gull" villa at Barefoot Bungalows is a 2 bedroom /1 full bath villa, spacious living area, fully furnished, located ...
From $219 per night (USD)VRBO
- From $271 per night (USD)
Expedia
ON BEACH!, Pool, Remodeled!! sleeps 6. beach chairs, shops, eatery 5 min walk
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We are Thankful Our condo and our beautiful beach did not have damage from recent storms. New UV Germicidal light added ...
From $271 per night (USD)Expedia
- From $90 per night (USD)
VRBO
Cozy nest for snowbirds!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Come stay at our unit in Royal Coachman Resort. We are just a five or so minute drive to Nokomis beach and near Venice, ...
From $90 per night (USD)VRBO
- From $219 per night (USD)
Expedia
Sarasota Villa w/ Pool Access ~ 4 Mi to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sun, sand, and beach fun await at this Sarasota vacation rental! Located in the Pinetree-Village Des Pins neighborhood, ...
From $219 per night (USD)Expedia
- From $277 per night (USD)
VRBO
Lovely hideaway near beach with decks & enclosed yard, high-speed WiFi & AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Three Porch Bungalow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $277 per night (USD)VRBO
- From $164 per night (USD)
Expedia
Fenced, Babyc Stuff, Screen room, Near Shopping & Beach, Washer & Dryer
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Spacious and cozy home with a screen back porch great for sunning, dinner at sunset or looking at the stars. The many wi ...
From $164 per night (USD)Expedia
- From $163 per night (USD)
VRBO
Bay Isle Bliss | Pet Friendly Home w/ Private Pool & Walking Distance to Shell Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Bay Isle Bliss, a luxurious 3 bedroom, 2 bathroom vacation home that offers a serene retreat from the hustle ...
From $163 per night (USD)VRBO
- From $215 per night (USD)
Expedia
Great Location w/ Private Beach, 2 Pools, 2 Jaccuzi & More! Excelsior101-5
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spacious Condo in a Great Location at Excelsior Beach to Bay. Private Beach, 2 Pools, 2 Jaccuzi, Fishing Deck & More! S ...
From $215 per night (USD)Expedia
- From $283 per night (USD)
VRBO
Mid-Mod Coastal Home w/ Pool ~ 1 Mile to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the museum district, this 2-bedroom, 2-bathroom vacation rental offers guests an upscale taste of Sarasota! S ...
From $283 per night (USD)VRBO
- From $821 per night (USD)
Expedia
Gorgeous 3/3 pool home on water Lido Key!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This beautifully decorated 3 bed/3 bath, is 2,320 Sq Ft with a private heated pool & Hot Tub. Enjoy your luxurious vacat ...
From $821 per night (USD)Expedia
- From $175 per night (USD)
VRBO
💕Beach Comber Pool home with Free Bikes & Kayaks and private beach !
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our family vacation home in Venice Florida. This is one of our homes away from home and we enjoy sharing it ...
From $175 per night (USD)VRBO
- From $125 per night (USD)
Expedia
Newly Remodeled-150 Yards to Beach and Restaurants!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located just 150 yards from Crescent beach, one side of this duplex offers a 2 bedroom and 1 bath villa, and is in the h ...
From $125 per night (USD)Expedia
- From $491 per night (USD)
VRBO
Crystal Sands Tower Unit 311 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a luxurious vacation in this spacious, completely renovated two bedroom, two bath high rise condo with spectacular ...
From $491 per night (USD)VRBO
- From $157 per night (USD)
VRBO
Jamaica Royale 91 | Upgraded Beachfront Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
In this handy ground-floor condo, you're just a short walk away from gorgeous Crescent Beach, the jewel in Siesta Key's ...
From $157 per night (USD)VRBO
- From $249 per night (USD)
VRBO
Amazing view on the golf course and near the beach. Fully remodeled and new
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Farmington Vista community of the Plantation Golf and Country Club, is a sunny, bright, first floor treas ...
From $249 per night (USD)VRBO
- From $250 per night (USD)
Expedia
A Gem in Siesta Key FL - #1 beach in US
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
WELCOME TO PARADAISE!!! Light, bright, beachy and welcoming! A slice of old Florida just steps away from private beach a ...
From $250 per night (USD)Expedia
- From $288 per night (USD)
VRBO
Steps to Water! Sunsets, Dock, Hot Tub! Englewood, Fl. The Best Kept Secret!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beauty Beyond Belief!! Englewood, A little less people. A lot more fun! Clean, Fresh, Inviting! An AMAZING Water View E ...
From $288 per night (USD)VRBO
- From $185 per night (USD)
Expedia
Cozy Sarasota Retreat - 3 Blocks to the Coast!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to this top-floor Sarasota unit for a trip filled with enough sun, sand, and surf to last a lifetime! Offering 2 ...
From $185 per night (USD)Expedia
- From $102 per night (USD)
VRBO
Manasota Key Retreat with free use of bikes and beach supplies
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come as you are, kick off your shoes, and immerse yourself into this tropical Paradise. The locally known Lemon Bay Park ...
From $102 per night (USD)VRBO
- From $440 per night (USD)
Expedia
Waterfront/Pool Home under 5 min walk to Siesta Key Village and Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located 5 minutes walk to #1 Siesta Key Beach, famous bar and restaurants. This beauty has a private court yard with a f ...
From $440 per night (USD)Expedia
- From $94 per night (USD)
VRBO
Comfy Downtown Sarasota Apartment 2BR Pet-Friendly, Lido Beach-Siesta Key 5-10m
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our private apartment in the heart of Downtown Area! With 2 bedrooms (1 queen, 2 full beds), 1 bath, a futon, ...
From $94 per night (USD)VRBO
- From $266 per night (USD)
Expedia
4 bedroom, 6 bath, 10 min from Siesta Beach
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 6
Location!!! Incredible 4 bed, 6 bath house with Lanai and pool/jacuzzi. Outstanding location: 10 min from Siesta Beach, ...
From $266 per night (USD)Expedia
- From $110 per night (USD)
VRBO
Beautiful Condo- ideal location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautifully decorated and spacious condo 8 minutes from the beach and downtown Venice. Screened in deck overlooking foun ...
From $110 per night (USD)VRBO
- Click For Pricing
Expedia
Downtown Modern Home Close to Beach and Dining
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A charming single-family 2-bedroom Bungalow in the heart of Sarasota, Florida, with all new designer furnishings and lin ...
Click For PricingExpedia
- From $100 per night (USD)
VRBO
Easy Living Incredible Location Perfect for getting a feel of area
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
Beautifully appointed home 3.2 Miles to Siesta Key, close to downtown, Interstate 75. One level living, two bedrooms one ...
From $100 per night (USD)VRBO
- From $99 per night (USD)
Expedia
Sun & Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 full furnished bedrooms , king and queen sizes beds. Sofa bed and a twin chair bed . 2 full bathrooms. Kitchen with al ...
From $99 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Paradise Vacation Condo Steps from Siesta Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located right on Siesta Key, you will have private access to Siesta Beach, the #1 beach in the USA. Inside this condo y ...
From $270 per night (USD)VRBO
- From $404 per night (USD)
Expedia
Sarasota creekside pool home oasis, close to beaches and activities.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Sarasota Florida. A premier: vacation, adventure, retirement destination. Located on the best (West) coast of ...
From $404 per night (USD)Expedia
- From $103 per night (USD)
VRBO
Downtown Sarasota Home By Siesta Key and Golfing
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautiful remodeled apartment in a quiet neighborhood. 10min to Dwtn, 15min to Siesta & Lido Beach. Unit has 1 bedroom w ...
From $103 per night (USD)VRBO
- From $231 per night (USD)
Expedia
Englewood Villa - 3 BR, 2 BA, Pet Friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
*** 47% Discount when you book 28 or more nights during non-winter months *** Summary: Completely renovated and remodele ...
From $231 per night (USD)Expedia
- From $699 per night (USD)
VRBO
Gorgeous newly remodeled pool home on St. Armand's Circle for 10
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Please see COVID and Standard Cancellation Policy below - it is different from VRBO policy options, as are payment opti ...
From $699 per night (USD)VRBO
- From $282 per night (USD)
Expedia
1/1 Tower Gulf N (034)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Unit 34 is a one bedroom one bathroom located on the north side of the building. The unit is tiled throughout the unit. ...
From $282 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Noko Life on Shore T
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy Noko Life at this cozy vacation rental duplex. Located just a short walk or bike ride (.4 mile) to beautiful Nokom ...
From $150 per night (USD)VRBO
- From $241 per night (USD)
Expedia
Ground Floor, Snowbird-Friendly Cottage with High-Speed WiFi!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Love Shack Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $241 per night (USD)Expedia
- From $300 per night (USD)
VRBO
“Over the Rainbow!” Vacation Rental Relaxing retreat 5 miles from everything!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Paradise in a single family home awaits you. Only 5 miles to Siesta Key Beach parking, Siesta Key Village (restaurants, ...
From $300 per night (USD)VRBO
- From $169 per night (USD)
Expedia
Modern North Port Gem Bear Beaches, Golf & Shops!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bring your family of beach lovers to this charming 3-bedroom, 2-bathroom vacation rental situated in North Port. Conveni ...
From $169 per night (USD)Expedia
- From $269 per night (USD)
VRBO
Luxury Waterfront Views / Pool / 1400sf / Minutes to Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Our home, located on Siesta Key, with breathtaking intercostal water views is fully furnished with all the amenities you ...
From $269 per night (USD)VRBO
- From $333 per night (USD)
Expedia
Siesta Key Beach Front Condo! Breathtaking view!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful 2 bedroom, 2 full bath condo sleeps 6 and is located directly on one of the TOP 10 BEACHES IN THE WORLD! ...
From $333 per night (USD)Expedia
- From $116 per night (USD)
VRBO
Harbor Towers Yacht & Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Harbor Towers Yacht and Racquet Club is located on the intercostal waterway on Siesta Key in Sarasota, Florida. From the ...
From $116 per night (USD)VRBO
- From $168 per night (USD)
VRBO
Walk to Downtown King bed FREE parking near beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Travel back into the roaring 20s at our Purple studio apartment. Originally built in 1926, this landmark property in the ...
From $168 per night (USD)VRBO
- From $130 per night (USD)
VRBO
Classic Sarasota Home < 4 Mi to Public Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Your perfect Florida vacation is waiting for you at this well-appointed 3-bedroom, 2-bathroom home in Sarasota. Start yo ...
From $130 per night (USD)VRBO
- From $219 per night (USD)
Expedia
Siesta Key Village-Suite #1: A block to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Looking for the Ultimate Siesta Key Experience? This is it! Located in the Center of the Iconic Siesta Key Village, Sies ...
From $219 per night (USD)Expedia
- From $202 per night (USD)
VRBO
LUXURY BEACH CABANA ON SIESTA KEY!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Newly Acquired and Renovated Luxury Beach Cabana! View America’s #1 Beach from your Bedroom! Fully Stocked! The newly ...
From $202 per night (USD)VRBO
- From $204 per night (USD)
Expedia
Siesta Cooler: Only Minutes Walk to Siesta Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Light, bright and cozy in the HEART of Siesta Key Village! Open floor plan including queen-sized murphy bed, Smart TVs, ...
From $204 per night (USD)Expedia
- From $198 per night (USD)
VRBO
One Bed Room Condo In Sarasota - Professionally Cleaned
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A beautiful condo first floor fully fenced backyard in the sunny state of Florida, it houses all amenities you could pos ...
From $198 per night (USD)VRBO
- From $262 per night (USD)
Expedia
Siesta Cool : Only Minutes Walk to Siesta Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Light, bright and cozy in the HEART of Siesta Key Village! Open floor plan including queen-sized murphy bed, Smart TVs, ...
From $262 per night (USD)Expedia
- From $205 per night (USD)
VRBO
Siesta Key Village -Suite #2: A Block to the Beach, In the HEART of the Village!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Looking for the Ultimate Siesta Key Experience? This is it! Located in the Center of the Iconic Siesta Key Village, Sies ...
From $205 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Private Villa steps to Lido Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful private villa located across the street from Lido Beach and a 10 minute walk to St. Armands Circle. Villa has ...
From $225 per night (USD)Expedia
- From $687 per night (USD)
VRBO
Unit 21 - Two Bedroom Two Bathroom Condominium With Full Gulf Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This renovated two bedroom two bathroom condo is located on the second floor of our Grand Tower Building. The views of ...
From $687 per night (USD)VRBO
- Click For Pricing
Expedia
5 star upscale 1 bed condo near Siesta Key Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay in a beautiful mini condo on the Oaks golf course and country club in Osprey that is super close to Siesta Key beac ...
Click For PricingExpedia
- From $235 per night (USD)
VRBO
NEW Vacation Home Minutes away from Siesta Key Beach & St. Armands Circle
- 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 $235 per night (USD)VRBO
- From $209 per night (USD)
Expedia
Siesta Key Village-Suite #3: A Block to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Looking for the Ultimate Siesta Key Experience? This is it! Located in the Center of the Iconic Siesta Key Village, Sies ...
From $209 per night (USD)Expedia
- From $572 per night (USD)
VRBO
Tranquil St. Armand's Updated Pool Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
PLEASE SEE CANCELLATION POLICIES BELOW - Please note that the minimum lease period is (7) nights due to City Code rest ...
From $572 per night (USD)VRBO
- From $198 per night (USD)
VRBO
Newly Remodeled! Directly Across from Beach ~ Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The location of the condo is fantastic as you will have access to the luxurious Longboat Key Beach nearly to yourself. T ...
From $198 per night (USD)VRBO
- From $151 per night (USD)
VRBO
Bright and Airy 4th floor condo at Fisherman's Haven with Private Beach and Stunning Water Views! FH
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Bright and Airy 4th floor condo at Fisherman's Haven with private beach and stunning water views! Spacious, open-conce ...
From $151 per night (USD)VRBO
- From $182 per night (USD)
Expedia
2 Bed/2 bath Condo Steps to Siesta Key Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The unit is newly furnished in a beachy style perfect for a vacation on Siesta Key, consistently rated one of the 10 bes ...
From $182 per night (USD)Expedia
- From $243 per night (USD)
VRBO
Stylish escape near the beach with free WiFi, pool, two balconies, & AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Salt & Serenity Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $243 per night (USD)VRBO
- From $240 per night (USD)
Expedia
Freshly Renovated Siesta Key Getaway ~ Your Dream Vacation!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A brand new remodeled condo at Harbor Towers Yacht & Racquet Club! Don't miss out on the beautiful Florida sunrise righ ...
From $240 per night (USD)Expedia
- From $130 per night (USD)
VRBO
Crescent Street 1138 B | Pet Friendly, Pool Access
- 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 $130 per night (USD)VRBO
- From $124 per night (USD)
VRBO
BEAUTIFUL UPDATED CONDO CLOSE TO SIESTA KEY BEACH
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful vacation villa located in the popular Village Des Pins complex, only a short drive to Siesta Key Beach, voted ...
From $124 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Our House at the Beach 222 | Lake View Condo!
- 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 $200 per night (USD)VRBO
- From $149 per night (USD)
VRBO
Vista Hermosa 189 | Pool Access, Great Location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
When booking a Florida rental for a stay of at least two weeks, you want a place that has it all: a convenient location, ...
From $149 per night (USD)VRBO
- From $239 per night (USD)
VRBO
Private Beachfront on Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Paradise and convenience await you at this newly renovated, spacious 2 bedroom, 2 bath condo. This full furnished unit ...
From $239 per night (USD)VRBO
- From $229 per night (USD)
Expedia
Great Siesta Key Location with Deeded Beach Access at The Anchorage 308
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Great Siesta Key Location at The Anchorage. Deeded Beach Access, Walk to Shopping & Dining! Spacious 2 bedroom, 2 bath, ...
From $229 per night (USD)Expedia
- Click For Pricing
Expedia
BS 1305 - Family Friendly updated and Spacious! A short walk to the #1 Beach in
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy your vacation on Siesta Key in this spacious three bedroom / two bathroom vacation rental located in the the very ...
Click For PricingExpedia
- From $383 per night (USD)
Expedia
Close to 3 Beaches, Private Gated Waterfront Tropical Oasis Heated Pool Estate
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
As you come thru your own private gated paver brick driveway you enter into a tropical paradise filled with lush landsca ...
From $383 per night (USD)Expedia
- From $192 per night (USD)
VRBO
GORGEOUS NOKOMIS BEACH HOME
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully appointed 2 bedroom/2 bath, plus DEN. Maintenance-free single family home. Interiors have multiple upgrades ...
From $192 per night (USD)VRBO
- From $170 per night (USD)
VRBO
NEW! Cozy Gem near Mineral Springs & Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to a relaxing get-away at our 3-bedroom/2-bath well-maintained vacation house. Designed and situated with a ‘slo ...
From $170 per night (USD)VRBO
- From $135 per night (USD)
VRBO
Screened Private Pool, 2 Mi. to Crescent Beach Access, WiFi/Cable, Walk to Cafes, Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Plan your getaway at Red Truck Pool Home! It's a cool, modern & spacious ranch style home in popular Gulf Gate neighbor ...
From $135 per night (USD)VRBO
- From $181 per night (USD)
Expedia
A few steps from the beach with community pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy beach and pool days to the fullest at this two bedroom two bath updated vacation rental on Siesta Key. No need to ...
From $181 per night (USD)Expedia
- From $87 per night (USD)
VRBO
Peaceful 1bed/1bath Condo Golf & Lake views in the Meadows
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a nicely furnished 676 sqft, 1 bedroom, 1 bathroom, on the golf, with a great view on the course and a pond. A ...
From $87 per night (USD)VRBO
- Click For Pricing
Expedia
Pet-friendly condo a short walk from private beach & fishing dock on bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Get your second wind at A Second Wind! Roomy, quiet and comfortable third-floor condo at beautiful Island Reef. Beach-to ...
Click For PricingExpedia
- From $110 per night (USD)
VRBO
Country Club Living close to Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Fully Furnished and Totally Updated 2 bed with a den or 3 bed (currently set up as), 2 bath, 1414 sq ft condo with garag ...
From $110 per night (USD)VRBO
- From $125 per night (USD)
Expedia
Beachfront Venice Casa de Villa
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Location! Location! Location! Beautiful Beachfront Condo conveniently located on the Private Venice Beach, 1.0 mile away ...
From $125 per night (USD)Expedia
- From $160 per night (USD)
VRBO
Sarasota Best Place, Siesta key only 7 ml, BBQ+, family friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
House being remodeled in 2020, New appliances, City Water! (sure not well funky egg smell!) Two New Air Conditioner unit ...
From $160 per night (USD)VRBO
- From $343 per night (USD)
Expedia
Penthouse suite with ocean views 2Br 2 Bath heated pool Very clean UPDATED
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Newly renovated and Decorated Penthouse with ocean views. This 5th floor unit is located Two blocks from the famous MTV ...
From $343 per night (USD)Expedia
- From $140 per night (USD)
VRBO
Renovated Bahia Vista 2nd floor 2 bedroom garden condo with partial Gulf views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fully furnished beach side condo on Venice Island in the Bahia Vista community amongst the canopy of BaynanTrees, Palms ...
From $140 per night (USD)VRBO
- From $141 per night (USD)
Expedia
NEW REDUCED PRICES Pool Home in South Venice - Close to Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Comfortable in Quiet Neighborhood. The open airy living room features comfortable furnishings, and fantastic floors. I ...
From $141 per night (USD)Expedia
- From $143 per night (USD)
VRBO
Emerald Palms Unit 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Updated cottage with beautiful Lemon Bay view. 2 bedroom, 2 bathroom with full kitchen. Enjoy amazing sunsets on the wat ...
From $143 per night (USD)VRBO
- From $161 per night (USD)
Expedia
Lovely home by the Warm Mineral Springs Florida
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
ATTENTION!!! Please follow the link below for the site of new host/new owner http://airbnb.com/h/suite-b-florida Ne ...
From $161 per night (USD)Expedia
- Click For Pricing
Expedia
Downtown Main Street Loft
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy a stylish experience at this centrally-located place. Perfect for friends or family. Walking distance to all downt ...
Click For PricingExpedia
- Click For Pricing
Expedia
Location, Location - Walk to Nokomis Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nokomis offers you beautiful beaches to enjoy with plenty of recreational areas to relax, have picnics or just watch th ...
Click For PricingExpedia
- Click For Pricing
Expedia
Spacious Home Located Near Legacy Trail and Siesta Key.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This home is truly "one of a kind!" A perfect open floor plan to create a very spacious home for you and your family! Th ...
Click For PricingExpedia
- From $298 per night (USD)
Expedia
Unit 121- Newly Renovated- Convenient 1st Floor- Palm Bay Club - Gulf Side In
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unit 121- Newly Renovated- Convenient 1st Floor- Palm Bay Club - Gulf Side Interior- 2BR/2BA With Washer/Dryer. | Come ...
From $298 per night (USD)Expedia
- From $192 per night (USD)
VRBO
Heated Pool ❤ Home- Close to Beaches, Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
NOTE: BOOKING JANUARY, FEBRUARY OR MARCH? Please book whole months only NOT mid-month to mid-month. This time frame is a ...
From $192 per night (USD)VRBO
- From $70 per night (USD)
Expedia
Adorable1/1 - Walk to Siesta Key!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Fully remodeled duplex apartment in one of the most desirable neighborhoods in Sarasota, just over the bridge from Siest ...
From $70 per night (USD)Expedia
- Click For Pricing
VRBO
Live in luxury at the Magnificent Venetian Golf and River Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful appointed update home with 2-2 split plan overlooking a private lake. Close to gulf beaches..Great community l ...
Click For PricingVRBO
- From $974 per night (USD)
Expedia
The Coral Reef! | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to The Coral Reef, the perfect destination for small to medium sized families or groups looking for an intimate ...
From $974 per night (USD)Expedia
- From $405 per night (USD)
VRBO
Sea Breeze | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Sea Breeze, the perfect destination for small families or couples looking for an intimate yet unforgettable v ...
From $405 per night (USD)VRBO
- From $394 per night (USD)
Expedia
Sea Foam | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Sea Foam, the perfect destination for small families or couples looking for an intimate yet unforgettable vac ...
From $394 per night (USD)Expedia
- From $932 per night (USD)
VRBO
The Beachy Keen | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to The Beachy Keen, the perfect destination for small to medium sized families or groups looking for an intimate ...
From $932 per night (USD)VRBO
- From $405 per night (USD)
Expedia
Sea Coast | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Sea Coast, the perfect destination for small families or couples looking for an intimate yet unforgettable va ...
From $405 per night (USD)Expedia