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Sarasota Area Rentals

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From $286 per night (USD)
VRBO
Welcome to Paradise! Pet Friendly! Walk to acclaimed Siesta Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
**** APRIL IS THE BEST MONTH TO BE IN PARADISE !!! **** Ahhh, welcome to Paradise — where sunny, warm ...
From $286 per night (USD)
VRBO
From $178 per night (USD)
Expedia
Beachside Villa 2 bedroom A- 1
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Horizons West 2 bedroom, 2 bath villa A-1 is just steps from the beach. It has a updated kitchen (with stainless steel ...
From $178 per night (USD)
Expedia
From $265 per night (USD)
VRBO
Beach View 2 bedroom 307
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Horizons West unit 307 is a lovely 2 bedroom, 2 bath unit with a fantastic Gulf view. There is a king-size bed in the m ...
From $265 per night (USD)
VRBO
From $215 per night (USD)
Expedia
BEACHFRONT CONDO - THREE BEDROOM - HEATED POOL - FREE BOAT DOCKS - RENOVATED
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta KeyLocated Next to Turtle Beach on t ...
From $215 per night (USD)
Expedia
From $123 per night (USD)
VRBO
Charming Cottage ~ 5 Miles to Siesta Key Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Run from the cold and escape to paradise at this 1-bed, 1-bath vacation rental nestled just off the coast in Sarasota. W ...
From $123 per night (USD)
VRBO
From $170 per night (USD)
Expedia
Beachside Villa 2 bedroom C- 3
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This nicely appointed beach villa is one of the very closest to Horizons West’s spectacular amenities....just steps to t ...
From $170 per night (USD)
Expedia
From $219 per night (USD)
VRBO
Beach View 1 bedroom 111
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Unit 111 is an oversized 1 bedroom hi-rise, beachfront unit in Horizon West, Siesta Key Florida. Recently updated open- ...
From $219 per night (USD)
VRBO
From $195 per night (USD)
Expedia
Bayside Villa 2 bedroom E- 7
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Horizons West Villa E-7 is located on the Bay-Side of Midnight Pass Road. The unit is a very nice, well equipped 2 bedr ...
From $195 per night (USD)
Expedia
From $97 per night (USD)
VRBO
Updated Single Family close to Shamrock Park and Beaches
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Spacious! Highly convenient located 1/2 block from Shamrock Park and close to 4 different beaches, you'll enjoy this com ...
From $97 per night (USD)
VRBO
From $178 per night (USD)
Expedia
Beachside Villa 2 bedroom A- 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Horizons West unit A-6 is an updated 2 bedroom, 2 bath gulfside villa and is convenient to both pools and the beach. It ...
From $178 per night (USD)
Expedia
From $214 per night (USD)
VRBO
Beach View 1 bedroom 110
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Horizons West unit 110 has a beautiful Gulf view. It is a lovely, updated one bedroom with a King bed. Very well-equip ...
From $214 per night (USD)
VRBO
From $397 per night (USD)
Expedia
Siesta Key 4 Bedroom, Walk to Siesta Key Beach in 7 mins, Canal Home, Heated Splash Pool, WiFi, BBQ
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Upscale Spanish Mediterranean style beautiful custom home on the canal with a private area to launch a kayak, walk to Si ...
From $397 per night (USD)
Expedia
From $186 per night (USD)
VRBO
Beachside Villa 2 bedroom A-10
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Horizons West villa A-10 is an open concept 2 bedroom, 2 bath gulfside villa, has been beautifully updated throughout an ...
From $186 per night (USD)
VRBO
From $433 per night (USD)
Expedia
Beach View 3 bedroom 201
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Horizons West unit 201 is an updated 3 bedroom, 2 bath corner unit in the high-rise building with a beautiful view. Wel ...
From $433 per night (USD)
Expedia
From $250 per night (USD)
VRBO
QUIET RELAXING HOME IN SARASOTA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your stay in Sarasota couldn't get any better when you settle into this 3-bedroom, 2-bathroom vacation rental house. Boa ...
From $250 per night (USD)
VRBO
From $183 per night (USD)
VRBO
PARADISE MEETS PRIVACY WITH AMAZING WATER VIEW & HEATED POOL
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Situated in the West Villages, one of the best master-planned communities in the country, this nearly new build in Gran ...
From $183 per night (USD)
VRBO
From $143 per night (USD)
VRBO
Best Location! Right next to St Armands Circle and Lido Key!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
**Update** New (very comfortable) Flexsteel couches purchased.*** Location Location Location. This is the best locati ...
From $143 per night (USD)
VRBO
From $350 per night (USD)
Expedia
Nice Retreat - Professionally Decorated & renovated
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Vibrant, active 55+ gated community (not an RV Park). Pet-friendly mfg. home in central Sarasota - minutes from bike tra ...
From $350 per night (USD)
Expedia
From $201 per night (USD)
VRBO
Fisherman's Cove B306 - The Maarten Private Beach is Open!
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 $201 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Shell House retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Situated a short 5 miles drive from the cool emerald waters of Number 1. Siesta Key Beach. The community offers the very ...
From $189 per night (USD)
Expedia
From $134 per night (USD)
VRBO
Grand accomdation on USA #1 Beach - Siesta Key Fl
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Two master suite condo on the island of Siesta Key with unparalleled beautiful views on the fifth floor! This lovely ...
From $134 per night (USD)
VRBO
From $341 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 $341 per night (USD)
Expedia
From $104 per night (USD)
VRBO
Beach Access, Heated Pool, Boat Docks, and MORE for the perfect beach getaway
Bedrooms:
1
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 $104 per night (USD)
VRBO
From $196 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 $196 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 $144 per night (USD)
Expedia
*** OCEAN FRONT SPECIAL *** From $99/night
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
*** OCEAN FRONT SPECIAL *** From $99/night . Longboat Key - Ocean Front Condo ~ DIRECT BEACH FRONT CONDO ~ ~ Beautifull ...
From $144 per night (USD)
Expedia
From $73 per night (USD)
VRBO
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 $73 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Siesta Key 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
"Gull" unit at Barefoot Bungalows is a 2 bedroom /1 full bath villa, spacious living area, fully furnished, located 100 ...
From $189 per night (USD)
Expedia
From $290 per night (USD)
VRBO
ON BEACH! ALL Remodeled!! Nice pool. Free beach chairs,lots of activities area
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We are Thankful Our condo and Siesta Key Beach did not have significant damage from Hurricane Ian . New UV Germicidal li ...
From $290 per night (USD)
VRBO
From $90 per night (USD)
Expedia
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)
Expedia
From $171 per night (USD)
VRBO
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 $171 per night (USD)
VRBO
From $193 per night (USD)
Expedia
Ground Floor, Snowbird-Friendly Home w/ High-Speed WiFi & Central AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Hemingway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $193 per night (USD)
Expedia
From $175 per night (USD)
VRBO
Cozy, Screen porch, Near Beach & Shopping, Non-fenced,
Bedrooms:
1
Bathrooms:
2
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 $175 per night (USD)
VRBO
From $478 per night (USD)
Expedia
Bay Isle Bliss | Pet Friendly Home w/ Private Pool & Walking Distance to Shell Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Bay Isle Bliss is a newly updated, single-family home residing on Siesta Key's north end. Three bedrooms and two bathroo ...
From $478 per night (USD)
Expedia
From $231 per night (USD)
VRBO
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 $231 per night (USD)
VRBO
From $443 per night (USD)
Expedia
NEW! Mid-Mod Coastal Home w/ Pool: 1 Mi 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 $443 per night (USD)
Expedia
From $793 per night (USD)
VRBO
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 & Jacuzzi. Enjoy your luxurious vacat ...
From $793 per night (USD)
VRBO
From $250 per night (USD)
Expedia
💕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 $250 per night (USD)
Expedia
From $200 per night (USD)
VRBO
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 $200 per night (USD)
VRBO
From $375 per night (USD)
Expedia
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 $375 per night (USD)
Expedia
From $248 per night (USD)
VRBO
Jamaica Royale 91, 3 Heated Pools, 2 Bedrooms, WiFi, Sleeps 6
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 $248 per night (USD)
VRBO
From $209 per night (USD)
Expedia
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 $209 per night (USD)
Expedia
From $180 per night (USD)
VRBO
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 $180 per night (USD)
VRBO
From $369 per night (USD)
Expedia
Casa Freedom - Walkable Central location, Less than 3 miles to Siesta Beach!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
NOTE: BOOKING JANUARY, FEBRUARY OR MARCH? Please book whole months only NOT mid-month to mid-month. This time frame is a ...
From $369 per night (USD)
Expedia
From $231 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 $231 per night (USD)
VRBO
From $228 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 $228 per night (USD)
Expedia
From $190 per night (USD)
VRBO
Manasota Key Retreat with free use of bikes and beach supplies
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come as you are, kick off your shoes, and immerse yourself into this tropical Paradise. The locally known Lemon Bay Park ...
From $190 per night (USD)
VRBO
From $690 per night (USD)
Expedia
Pool/Waterfront Home 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 $690 per night (USD)
Expedia
From $84 per night (USD)
VRBO
COMFY APT(2 BR/1 BATH) IN SQR DOWNTOWN LIDO SIESTA BEACH 5 mins (5 People)
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Private Apartment at Downtown Area, 2 bedrooms(1 queen, 2 full beds), 1 bath, 1 futon, living room, kitchen equipped, ...
From $84 per night (USD)
VRBO
From $329 per night (USD)
Expedia
Spacious Beachfront Condo with a Fantastic Pool
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Located on the quiet south end of Lido Key, this fantastic beachfront condo has it all. Premium 4th floor location show ...
From $329 per night (USD)
Expedia
From $262 per night (USD)
VRBO
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 $262 per night (USD)
VRBO
From $110 per night (USD)
Expedia
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)
Expedia
From $138 per night (USD)
VRBO
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 ...
From $138 per night (USD)
VRBO
From $100 per night (USD)
Expedia
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)
Expedia
From $110 per night (USD)
VRBO
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 $110 per night (USD)
VRBO
From $345 per night (USD)
Expedia
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 $345 per night (USD)
Expedia
From $335 per night (USD)
VRBO
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 $335 per night (USD)
VRBO
From $103 per night (USD)
Expedia
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)
Expedia
From $171 per night (USD)
VRBO
Englewood Villa - 3 BR, 2 BA, Pet Friendly
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Summary: Completely renovated and remodeled house in downtown historic Englewood area. Experience "Old Florida" at it's ...
From $171 per night (USD)
VRBO
From $699 per night (USD)
Expedia
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)
Expedia
From $355 per night (USD)
VRBO
Centrally located to Beaches and Downtown Sarasota
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
4.92 rating on Airbnb. "Paradise in Sarasota" Come experience this beautiful, renovated home centrally located to all ...
From $355 per night (USD)
VRBO
From $257 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 $257 per night (USD)
Expedia
From $140 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 $140 per night (USD)
VRBO
From $105 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 $105 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 $256 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 $256 per night (USD)
Expedia
From $349 per night (USD)
VRBO
Luxury Waterfront Views / Pool / 1400sf / 2 min to Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Our home, located on Siesta Key, with breathtaking intercostal water views is fully furnished with all the amenities you ...
From $349 per night (USD)
VRBO
From $236 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 $236 per night (USD)
Expedia
From $136 per night (USD)
VRBO
Harbor Towers Yacht & Racquet 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 $136 per night (USD)
VRBO
From $84 per night (USD)
Expedia
Walk to Downtown King bed FREE parking near beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Travel back into the roaring 20s at our Purple studio apartment. Originally built in 1926, this landmark property in the ...
From $84 per night (USD)
Expedia
From $127 per night (USD)
VRBO
NEW! 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 $127 per night (USD)
VRBO
From $275 per night (USD)
Expedia
A beautifully updated 3 bedroom, 2 bath near beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax and enjoy this recently updated and beautifully decorated 3-bedroom duplex within walking distance to the fabulous ...
From $275 per night (USD)
Expedia
From $189 per night (USD)
VRBO
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 $189 per night (USD)
VRBO
From $617 per night (USD)
Expedia
3 Bed / 2 Bath, Contemporary Waterfront Home w/Heated Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
We are centrally located 10 minutes from Tampa Bay Ray's Spring Training Stadium in one direction, and 10 minutes from t ...
From $617 per night (USD)
Expedia
From $327 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 $327 per night (USD)
VRBO
From $272 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 $272 per night (USD)
Expedia
From $242 per night (USD)
VRBO
Gulf and Bay Club 102B, Sleeps 4, Lagoon View, Ground Floor, 2 Bedrooms
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Ready to spend twenty-eight days or more in paradise? If so, Gulf & Bay Club 102B is waiting for you. This ground-floor ...
From $242 per night (USD)
VRBO
From $219 per night (USD)
Expedia
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 $219 per night (USD)
Expedia
From $279 per night (USD)
VRBO
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 $279 per night (USD)
VRBO
From $239 per night (USD)
Expedia
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 $239 per night (USD)
Expedia
From $225 per night (USD)
VRBO
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)
VRBO
From $569 per night (USD)
Expedia
Unit 21 - Two Bedroom Two Bathroom Condominium With Full Gulf Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
New changes as of 2021; This renovated two bedroom two bathroom condo is located on the second floor of our Grand Tower ...
From $569 per night (USD)
Expedia
From $100 per night (USD)
VRBO
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 ...
From $100 per night (USD)
VRBO
From $235 per night (USD)
Expedia
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)
Expedia
From $239 per night (USD)
VRBO
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 $239 per night (USD)
VRBO
From $572 per night (USD)
Expedia
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)
Expedia
From $343 per night (USD)
VRBO
Luxury Estate Chalet Heated pool/spa Prime Location
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to the paradise! With over 3 acres this estate house in Sarasota-North Port Florida has a unique privacy surroun ...
From $343 per night (USD)
VRBO
From $204 per night (USD)
Expedia
Modern&FreshlyRenovated 2 bed/2 bath Heated Pool Home, 3 miles from Siesta
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Modern&Freshly Renovated 2 bedrooms / 2 bathrooms Heated Pool Home, 3 miles from #1 Siesta Key Beach. Located in Florenc ...
From $204 per night (USD)
Expedia
From $206 per night (USD)
VRBO
2BR close to downtown w/Game room & PURPLE(r) beds
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This comfortable, modern duplex house is only minutes to Beaches and downtown Sarasota. We're walking distance to Payne ...
From $206 per night (USD)
VRBO
From $178 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 $178 per night (USD)
VRBO
From $214 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 $214 per night (USD)
VRBO
From $196 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 $196 per night (USD)
Expedia
From $194 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 $194 per night (USD)
VRBO
From $237 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 $237 per night (USD)
Expedia
From $177 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 $177 per night (USD)
VRBO
From $216 per night (USD)
VRBO
Siesta Dunes Beach 201, Completely Renovated, 2 Bedrooms, Sleeps 6, Spa, Large H
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This unit has been newly renovated. Stunning seaside decor, new kitchen, baths, paint, and luxury vinyl plank flooring t ...
From $216 per night (USD)
VRBO
From $126 per night (USD)
VRBO
BEAUTIFULY DECORATED CONDO 3 MILES FROM 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 $126 per night (USD)
VRBO
From $230 per night (USD)
VRBO
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 $230 per night (USD)
VRBO
From $166 per night (USD)
VRBO
Vista Hermosa 189, Wireless Internet, 2 Bedrooms, Pool, Sleeps 6
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 $166 per night (USD)
VRBO
From $519 per night (USD)
Expedia
Updated Home w/ Pvt Pool < 10 Mins to Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
From the nearby Sniki Tiki bar to restaurants in Siesta Key Village and white-sand beaches, you can enjoy it all with ea ...
From $519 per night (USD)
Expedia

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