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From $483 per night (USD)
VRBO
Discounted NOW!~LOCATION!Walk 2 Beach 5min.WaterfrontCanal,Pool-Spa,Kayaks,Bikes
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discounted Summer & Fall~ Great location- SpaciousHouse! Walk to Siesta Key Beach 5min! Siesta Village- 15 minutes. Wa ...
From $483 per night (USD)
VRBO
From $399 per night (USD)
Expedia
Steps away from the #1 beach! Spectacular views on the GIANT balcony!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Jamaica Royale's private BEACH FRONT community is just steps away from the soft white quartz sand of Siesta Key Beach wh ...
From $399 per night (USD)
Expedia
From $280 per night (USD)
VRBO
Luxury condo steps away from Siesta Key public beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy the Spacious Luxury - This welcoming and spacious townhouse-style condominium is located on the 8 mile-long barr ...
From $280 per night (USD)
VRBO
From $133 per night (USD)
Expedia
Near Siesta Key - single story pet friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summary: House is ready after Hurricane Milton. All ceramic floors with new kitchen including granite counter tops, dish ...
From $133 per night (USD)
Expedia
From $95 per night (USD)
VRBO
2/2 Ground Unit 10 Min to beach on golf course
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This Venice vacation rental ground floor condo has 2 bedrooms, 2 baths and room for 6 guests with air mattress. It featu ...
From $95 per night (USD)
VRBO
From $391 per night (USD)
Expedia
2 Cottages Rented Together | Amazing Heated Pool | Near Beaches
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Summary: Bring your friends, family and loved ones to enjoy an unforgettable escape at this unique property which comfor ...
From $391 per night (USD)
Expedia
From $197 per night (USD)
VRBO
Gulf Front with Stunning Views & Private Beach on the Quieter end of Siesta Key at Fisherman's Haven
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spacious Gulf Front with Stunning Views & Private Beach. Peaceful & Relaxing on the Quieter Southern end of Siesta Key. ...
From $197 per night (USD)
VRBO
From $188 per night (USD)
Expedia
Siesta Key Gulf Front at Fishermans Haven - Private Beach, Stunning Views From Every Room! FH 201
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Gulf Front w/Stunning Views. Private Beach, Fish from the Bay, Gated. Spacious Gulf Front condo with private beach and ...
From $188 per night (USD)
Expedia
From $277 per night (USD)
VRBO
2BR Beachy Speakeasy In St Armand's w/ Rooftop Deck. Walk to Lido Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Step into your summer holiday now at a Sarasota paradise nestled in the heart of St Armand's Circle! This isn't just any ...
From $277 per night (USD)
VRBO
From $428 per night (USD)
Expedia
Stylish Retreat on Private Crescent Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Brand new pool ! Our place on the #1 Siesta Key beach is near Siesta Key village, quiet turtle beach, downtown Sarasota ...
From $428 per night (USD)
Expedia
From $432 per night (USD)
VRBO
Siesta Key Gulf Side - #84 - Private Tranquil Condo - Jamaica Royale - Remodeled
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Jamaica Royale - Villa Unit #84 Welcome to the loveliest place in Paradise! Dr. Beach has repeatedly named Siesta Key a ...
From $432 per night (USD)
VRBO
From $372 per night (USD)
Expedia
Pool, Lake & Sunset Views: Home in Sarasota
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
2,000 Sq Ft | Furnished Patio | 4 Mi to Red Bug Slough Preserve Nestled in a tranquil community, this 3-bed, 2-bath hom ...
From $372 per night (USD)
Expedia
From $482 per night (USD)
VRBO
Modern near Siesta Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Private, Stunning, Tropical Oasis located just 4 miles away from Siesta Beach. Fully renovated with 3 bedrooms and 2 ba ...
From $482 per night (USD)
VRBO
From $139 per night (USD)
Expedia
Perfect place to call a Timeout! 3 beaches within 15 minutes! With a pool!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Built in 2018, our Tiny House is in a gated resort with 2 bedrooms and 1 bath. Master bedroom has a queen bed, double c ...
From $139 per night (USD)
Expedia
From $320 per night (USD)
VRBO
Renovated Luxury Unit Downtown Sarasota with Amazing Water Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
UPDATE: NOVEMBER 2024 - THIS RARELY AVAILABLE PROPERTY HAS JUST BECOME AVAILABLE FOR THE 2024-2025 SEASON DUE TO A CANC ...
From $320 per night (USD)
VRBO
From $260 per night (USD)
Expedia
Close to Beaches & Shopping! Clean house with a private backyard Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This newly updated non-smoking home is located in Venice Florida. Enjoy the pool in your private backyard and you are ...
From $260 per night (USD)
Expedia
From $225 per night (USD)
VRBO
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just few minutes from # 1 Siesta Beach, close to major shopping and restaurants. Very desirable Sarasota location. Recen ...
From $225 per night (USD)
VRBO
From $252 per night (USD)
Expedia
LUXE GETAWAY! New Apt, E-SCOOTERS Available, Corporate, Nurses welcome. Disney+
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Thank you for choosing a local instead of a hotel! This unique place has a style all its own. Be the first to experience ...
From $252 per night (USD)
Expedia
From $235 per night (USD)
VRBO
Perfect Getaway 3bd/2bth Private Heated Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Inviting and Spacious Home for Your next Perfect Getaway in Sunny Sarasota! This beauty is located in Quiet, Friendly an ...
From $235 per night (USD)
VRBO
From $257 per night (USD)
Expedia
New! Fully Renovated 3/2 Luxury Vacation Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful home set in peaceful and safe community in Venice FL. This residence had 1950 square feet, three bedrooms, two ...
From $257 per night (USD)
Expedia
From $166 per night (USD)
VRBO
Coastal Sarasota Condo: Minutes to Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Spend your next beach retreat at this sunny Sarasota vacation rental! The condo provides a comfy and modern home base wi ...
From $166 per night (USD)
VRBO
From $430 per night (USD)
Expedia
Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This condo offers the best of all worlds, with cleanliness and steps from the private beach. Avoid the crowds of the pub ...
From $430 per night (USD)
Expedia
From $883 per night (USD)
VRBO
Newly buil,beautiful house.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This stylish place is perfect for group trips and family gathering . Locate close to the best beaches and Mineral Spring ...
From $883 per night (USD)
VRBO
From $159 per night (USD)
Expedia
Close to Beaches, Downtown, everything Sarasota
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Adorable, Cozy, Peaceful & Quiet neighborhood close to downtown SRQ, St. Armand's, the beaches, and more! 2/2 with comfy ...
From $159 per night (USD)
Expedia
$Guests Love This Home & Location\n 1 Mile to Downtown, Trolley to Beach, Pets OK!$
From $155 per night (USD)
VRBO
Guests Love This Home & Location\n 1 Mile to Downtown, Trolley to Beach, Pets OK!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Charming Sarasota Getaway – Your Private Home Near Downtown & Beaches You've found it! Welcome to your private Sarasota ...
From $155 per night (USD)
VRBO
From $332 per night (USD)
Expedia
MCM Waterfront Getaway w/ Private Dock + 4 Kayaks
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to our Mid Century Modern waterfront hideaway on the highly sought after Curry Creek. Perfectly situation betwee ...
From $332 per night (USD)
Expedia
From $203 per night (USD)
VRBO
Heated pool for Your next vacation getaway!
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Beautiful, Sun-filled, 2 Bedroom 2 bath: 1 king in master with bathroom, 2 queen beds in guest bedroom and a queen sized ...
From $203 per night (USD)
VRBO
From $122 per night (USD)
Expedia
The entrance on Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful sunsets with an outstanding view of the Gulf, the Intercoastal and the Pool area. Turtle beach is a block fro ...
From $122 per night (USD)
Expedia
From $481 per night (USD)
VRBO
Precise Realty presents Coastal Bliss on Longboat
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Open for season 2026. 3 month rental required. January through March or December through February. Located directly on t ...
From $481 per night (USD)
VRBO
From $744 per night (USD)
VRBO
Precise Realty presents The Meadows Estate Retreat
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This beautiful 4 bedroom 4.5 bath pool home is spacious and expansive. Inside living hosts a split plan with 3 bedroom w ...
From $744 per night (USD)
VRBO
From $566 per night (USD)
VRBO
Crystal Sands Tower Unit 304 - Beachfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Oceanfront 180-degree view on the world famous Siesta Key Beach Enjoy full view of white sand Crescent Beach and the s ...
From $566 per night (USD)
VRBO
From $220 per night (USD)
VRBO
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
POOL AREA & LAKE-VIEW, KING BED, CERAMIC-FLOOR and FREE WIRELESS HIGH-SPEED INTERNET all for the LOWEST PRICE in the are ...
From $220 per night (USD)
VRBO
From $198 per night (USD)
VRBO
Steps From Heated Pool And Ocean. 2 Bedroom Two Bath. Ground Floor
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Large Beachside Heated Pool - Situated ocean side our two bedroom, two bath condominiums are turnkey furnished and in ...
From $198 per night (USD)
VRBO
From $307 per night (USD)
Expedia
Horizons West #D-9 is a Beautiful 2 Bedroom, 2 Bath Villa at Horizons West on...
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Remodeled & refurnished 2 bedroom, 2 bath beachside villa. Plantation shutters throughout. Newer washer / dryer in lau ...
From $307 per night (USD)
Expedia
From $211 per night (USD)
VRBO
Bright Venice Home w/ Yard < 4 Miles to Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Pack your bathing suits and head to this Venice gem for the ultimate Sunshine State escape. Featuring a screened-in lana ...
From $211 per night (USD)
VRBO
From $303 per night (USD)
Expedia
Bayside 2 Bedroom, 2 Bath Villa - Horizons West #E-8 on Siesta Key!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Recently remodeled and furnished perfectly to be your home away from home! Relax just blocks from one of the nations bes ...
From $303 per night (USD)
Expedia
From $264 per night (USD)
VRBO
Gulf Coast Getaway: Pool • Kayaks • Fishing
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gulf Coast Getaway | Pool • Kayaks • Fishing ★☆ ABOUT THIS SPACE ☆★ Relax by the saltwater pool, paddle the canal by c ...
From $264 per night (USD)
VRBO
From $328 per night (USD)
Expedia
The Gecko House - Long Stays Are Welcomed - 3D Tour Available!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3D Tour within photos! https://my.matterport.com/show/?m=CATge6JpF8A&mls=1 Welcome to Your Ideal Getaway in Gulf Gate ...
From $328 per night (USD)
Expedia
From $306 per night (USD)
VRBO
Horizons West #C-5 is a Beautiful 2 Bedroom Beachside Villa on Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful updated gulf-side villa located close to the beach. Completely remodeled, it is equipped with a washer & drye ...
From $306 per night (USD)
VRBO
From $311 per night (USD)
Expedia
Lovely #A-8 Horizons West 2 Bedroom, 2 Bath Beachside Villa on Siesta Key!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
You will love this beautiful, remodeled 2 bedroom, 2 bath villa, a. k. a. the "sugar shack"! Has a washer/dryer, 3 TVs ...
From $311 per night (USD)
Expedia
From $304 per night (USD)
VRBO
Horizons West #D-8 - a Beachside 2 Bedroom, 2 Bath Villa on Siesta Key!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
2 bedroom, 2 bath villa on the beachside. There is a king bed in the master bedroom and 2 twin beds in the guest room. ...
From $304 per night (USD)
VRBO
From $219 per night (USD)
Expedia
Across from Lido Beach Pavillon, 1 BR, 1 BA w/pool.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nice location directly across from Lido Beach pavillon, concession stand, restrooms, and outdoor showers. Also, close t ...
From $219 per night (USD)
Expedia
From $1580 per night (USD)
VRBO
Walk to Everything, Gulf Views, Waterfront, Heated Resort Style Pool w/ Slide
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $1580 per night (USD)
VRBO
From $149 per night (USD)
Expedia
Beautiful home 2 miles away from Venice Beach!!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Completely remodeled 2/1 home located in a great neighborhood close to everything. Downtown Venice 1 mile away. Venice B ...
From $149 per night (USD)
Expedia
From $287 per night (USD)
VRBO
Fall Into Paradise 7 Night Stay
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $287 per night (USD)
VRBO
From $311 per night (USD)
Expedia
Fall Into Paradise 7 Night Stay
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $311 per night (USD)
Expedia
Click For Pricing
VRBO
House just minutes from Siesta Key Beach and best parks & bike trails in area
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Our open floor plan allows the perfect space to enjoy family time. Its a great quiet and safe neighborhood with nice ya ...
Click For Pricing
VRBO
From $328 per night (USD)
Expedia
The Blue Conch – Read About the 4th Bedroom - Surf Shack - 3D Tour Available
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
3D Tour located within the photos! https://my.matterport.com/show/?m=hjd86CZbUGm&mls=1 If you're seeking a centrally ...
From $328 per night (USD)
Expedia
From $145 per night (USD)
VRBO
Downtown Sarasota Florida Vacation Rental, Pet-Friendly 3BR/2BA,Close to Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Private 3-Bedroom, 2-Bath House — Great for car-free guests (Sleeps up to 6 guests) Welcome to our private and comforta ...
From $145 per night (USD)
VRBO
Click For Pricing
Expedia
SIESTA SANDS BEACH RESORT - Beachfront Condo complex on Crescent Beach - 1BR
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Siesta Sands Beach Resort One Bedroom Units - Heated Pools - Pool ViewLocated directly on Crescent Beach at Point of Roc ...
Click For Pricing
Expedia
From $70 per night (USD)
VRBO
Cheerful, bright queen bedroom in sparkling house, private bathroom, share kitch
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
A private bedroom with private bathroom in a 2 bedroom 2 bath house. The bathroom is off the hallway. You will have full ...
From $70 per night (USD)
VRBO
From $227 per night (USD)
Expedia
Siesta Harbor Waterfront Bottom Floor End Unit Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Come enjoy a little piece of paradise on beautiful Siesta Key. This newly updated condo is located in the 55 plus (one p ...
From $227 per night (USD)
Expedia
Click For Pricing
VRBO
Sarasota National Resort
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
2035 sq ft 3 bed /3 Bath tastefully coastal furnishing Not a rental home but private vacation home with ever ...
Click For Pricing
VRBO
From $197 per night (USD)
Expedia
Casa Azul 2Bed/1Bath
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Beautifully elegant 2bed/ 1 bath designed specifically for the relaxing and quiet get away that epitomizes a great vacat ...
From $197 per night (USD)
Expedia
From $105 per night (USD)
VRBO
Private Updated Mother In Law Apartment with Fenced Yard 4 miles from Siesta Key
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Your warm, relaxing getaway begins here! Enjoy all of the amenities of home, close to Siesta Key Beach! Our recently upd ...
From $105 per night (USD)
VRBO
From $292 per night (USD)
VRBO
Florida Home 3 Mi to Siesta Key, Walk to Gulf Gate
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This newly renovated, 2-bedroom, 2-bathroom, Sarasota vacation rental provides the perfect Florida home base! Live the d ...
From $292 per night (USD)
VRBO
From $164 per night (USD)
VRBO
Charming 3/2 Home W/Saltwater & Heated Pool Near Several Beautiful Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our charming North Port home is decorated with guests in mind! House features modern finishes but warm and inviting furn ...
From $164 per night (USD)
VRBO
From $230 per night (USD)
VRBO
Resort living. Huge pools and Hot Tubs. WaterSlide. 20-30 minutes to 4 beaches!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
January - March there is a 3 month minimum. Located in a central and quiet area of the park. Take a walk to the butterf ...
From $230 per night (USD)
VRBO
From $302 per night (USD)
VRBO
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 $302 per night (USD)
VRBO
Click For Pricing
Expedia
Peaceful and serene or fun and excitement! You decide!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
2 bedroom 2 bath home with single sleeper sofa in living room. Newly renovated in quiet neighborhood with Old South Flor ...
Click For Pricing
Expedia
From $285 per night (USD)
VRBO
Steps From Siesta Key Beach! 1BR w/ Heated Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Newly renovated gated beach access apartment with a heated pool. This is a one bedroom and one bath apartment that makes ...
From $285 per night (USD)
VRBO
From $1273 per night (USD)
Expedia
Beach Dream | Home w/ Ocean Views, 2 Private Pools, Rooftop Lookout and Steps to Siesta Key Beach!
Bedrooms:
5
Bathrooms:
6
Sleeps:
22
🩴 Beach Dream | 6BR with Rooftop Patio, Two Private Heated Pools and a 2-Min Walk to Siesta Key Beach 💖 Why You'll Lo ...
From $1273 per night (USD)
Expedia
From $693 per night (USD)
VRBO
Crystal Sands | Home w/ Ocean Views, Private Pool, & Rooftop Lookout! Steps to Siesta Key Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
🌴 Crystal Sands | Steps to the Sand Rooftop Sunset Views & Modern Poolside Escape 💖 Why You'll Love This Home Just 2 ...
From $693 per night (USD)
VRBO
From $716 per night (USD)
Expedia
Silver Shore | Home w/ Ocean Views, Private Pool, & Rooftop Lookout! Steps to Siesta Key Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
🌴 Silver Shore | Modern Escape, Rooftop Deck, Pool & Across from Siesta Key Beach 💖 Why You'll Love This Home From mo ...
From $716 per night (USD)
Expedia
Click For Pricing
VRBO
Ocean view Longboat Key condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2 BR/2 BA spacious condo timeshare at the Veranda Beach Club in Longboat Key with Gulf of Mexico views from the balcony. ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Quiet 55+ Community Mobile Home for Rent
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
This mobile home has a split floor plan, with a bedroom and bathroom at either end of the house. The main bedroom has a ...
Click For Pricing
Expedia
From $312 per night (USD)
VRBO
Horizons West #C-4 - A Lovely 2 Bedroom 2 Bath Beach Villa on Siesta Key!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Beautifully updated and furnished with all the comforts of home, this 2 bedroom/2 bath villa is just steps from the beac ...
From $312 per night (USD)
VRBO
From $233 per night (USD)
Expedia
PARADISE INSIDE & OUT! GORGEOUS VIEWS! 2BED/2BATH & SLEEPS 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
PARADISE INSIDE & OUT! GORGEOUS VIEWS! 2BED/2BATH & SLEEPS 6 “HEY LIDO!!!” Wake up and pinch yourself as you watch t ...
From $233 per night (USD)
Expedia
From $101 per night (USD)
VRBO
2/2 Vaulted Ceiling 10 Min to beach on golf course
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This Venice vacation condo rental 2nd floor condo has 2 bedrooms, 2 baths and room for 6 guests It features 2 separate ...
From $101 per night (USD)
VRBO
From $418 per night (USD)
Expedia
Fall Into Paradise Your Endless Summer Starts Now
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $418 per night (USD)
Expedia
From $1771 per night (USD)
VRBO
Sandy Rocks | Ultimate Bundle: 2 Private Pet Friendly Homes, 2 Private Heated Pools, Walk to Beach!
Bedrooms:
8
Bathrooms:
10
Sleeps:
26
Welcome to Sandy Rocks, an exceptional tropical retreat that combines luxury, convenience, and ample space to accommodat ...
From $1771 per night (USD)
VRBO
From $270 per night (USD)
Expedia
2 Bed/1 bath Condo Steps to Siesta Key Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Now with private Wifi. Unit 304, a Two Bedroom, One Bath Condo has a screened in lanai perfect for enjoying your breakf ...
From $270 per night (USD)
Expedia
From $164 per night (USD)
VRBO
Walk to Siesta Beach, Restaurants, Shopping &More!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Incredible location next to the South Siesta Bridge! Short walk over the bridge and you're on the Beach, at Restaurants ...
From $164 per night (USD)
VRBO
From $292 per night (USD)
Expedia
Siesta Key 2BR 1Bath unit COZY Barefoot Bungalows 1500 ft from beach access#3
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This 2 Bedroom, 1 Bath first floor “COZY” cottage is just 1500 feet from Beach Access #3. Siesta Key Village is 2 block ...
From $292 per night (USD)
Expedia
Click For Pricing
VRBO
beachfront condo on 6th floor of the longboat key club resort !
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
6th floor bedroom king suite with 1 bathroom living room area with pull out queen bed and kitchen with washer dryer con ...
Click For Pricing
VRBO
From $152 per night (USD)
Expedia
Lush Retreat-- Less Than 5 Min From America's Top Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in a quiet, residential neighborhood less than 5 minutes to the white sands of Siesta Key-- America's top-rated ...
From $152 per night (USD)
Expedia
From $90 per night (USD)
VRBO
Ground unit Pool 10 Min to beach on golf course
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This Venice vacation condo rental has 2 bedrooms, 2 baths and room for 6 guests and features views of the fairway on Pla ...
From $90 per night (USD)
VRBO
Click For Pricing
Expedia
SIESTA SANDS BEACH RESORT - Beachfront Condo complex on Crescent Beach - 1BR
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Siesta Sands Beach Resort One Bedroom Units - Heated Pools - Pool ViewLocated directly on Crescent Beach at Point of Roc ...
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Expedia
From $211 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 $211 per night (USD)
VRBO
From $132 per night (USD)
VRBO
Cozy condo .Beach , warm pool, great location….
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
On the landscaped side of the complex, you will hear a soothing waterfall right from your tropical patio! The apartment ...
From $132 per night (USD)
VRBO
From $207 per night (USD)
VRBO
⭐Built in 1911⭐-Historic Home Next To Downtown Sarasota, Close to the Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Built in 1911, Downtown Sarasota historic Victorian-Style single family home sleeps six. Walk to downtown, theater, Shop ...
From $207 per night (USD)
VRBO
From $421 per night (USD)
Expedia
Luxury On The Beach in the Heart of Siesta Key at Crystal Sands 809
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Perfect for a family vacation or a romantic getaway. Gorgeous 2 bedroom, 2 bath condo at the luxurious Crystal Sands res ...
From $421 per night (USD)
Expedia
From $263 per night (USD)
VRBO
Luxury Lemon Bay 4 BR villa with pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This spacious 2156 square feet large and unique villa is set close to Manasota Beach and offers you 4 bedrooms and 3.5 b ...
From $263 per night (USD)
VRBO
From $254 per night (USD)
Expedia
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 $254 per night (USD)
Expedia
From $656 per night (USD)
VRBO
The Birdhouse | Private Siesta Key Home w/ Heated Pool, Screened-In Patio, Minutes Away From Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to The Birdhouse: Your Serene Siesta Key Beach Retreat Nestled just 1.5 miles from the world-famous Siesta Key ...
From $656 per night (USD)
VRBO
From $333 per night (USD)
VRBO
🦀 Waterfront house with dock & heated pool 🦀<br>1 mile from Siesta key 🌴
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Bring your boat ! Sandy Crab Retreat is a fresh, clean beach house located on Philippi Creek! Newly updated three bedroo ...
From $333 per night (USD)
VRBO
Click For Pricing
VRBO
Stay this close to all Sarasota has to offer
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in Cordova Gardens a Nice 2 bed room 2 bathroom condo with high ceilings and wood floors. The unit is in a small ...
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VRBO
From $268 per night (USD)
Expedia
Paradise Palms • Heated Screened Pool • Family-Friendly • Near Siesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Paradise Palms, your Sarasota getaway designed for families, friends, and beach lovers. This 3-bedroom, 2-ba ...
From $268 per night (USD)
Expedia
From $784 per night (USD)
VRBO
Great Gulf View! Steps to the No.1 Beach in a 2,759 sqft luxury townhome
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
PARADISE begins here in this spacious 4 story duplex with private elevator. Accommodation for your entire stay with spac ...
From $784 per night (USD)
VRBO
From $471 per night (USD)
Expedia
:: VILLA OASIS in the heart of Siesta Key with POOL::
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
:: You are going to love to rent this chic, bright and spacious Siesta Key Pool vacation rental Villa located in the hea ...
From $471 per night (USD)
Expedia
From $163 per night (USD)
VRBO
Large Venice townhome plenty of space community pool, 15 minutes from 3 beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spacious new 3 bedroom townhome in Venice. Perfect for a long family vacation or snowbirds. All bedrooms are upstairs ...
From $163 per night (USD)
VRBO
From $157 per night (USD)
Expedia
Fisherman Cottage Camp on Whitaker Bayou minutes from Sarasota Main St. downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Adorable Canal Front "Fisherman's Cottage" is located in old Sarasota. Newly remodeled three bedroom/2 bathroom house j ...
From $157 per night (USD)
Expedia
From $166 per night (USD)
VRBO
Beach is only one a minute drive. Nicely remodeled condo.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
It only takes one minute to drive or 8 minutes to walk over to the beautiful Nokomis beach on Casey Key. Supermarkets, g ...
From $166 per night (USD)
VRBO
From $278 per night (USD)
Expedia
Cozy Coastal Siesta Key Villa 2BR Cottage w/ Pool Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The Property Siesta Villa Coralline is a stand-alone single story villa located in the beautiful community of Polynesia ...
From $278 per night (USD)
Expedia
From $238 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 $238 per night (USD)
VRBO
From $207 per night (USD)
Expedia
August Ringling Room - Stay in a piece of Sarasota history - Downtown & Beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just minutes from beautiful Sarasota Bay and lovely beaches! This upstairs guest room, a 1 BR king with private bath, i ...
From $207 per night (USD)
Expedia
From $204 per night (USD)
VRBO
Walk to Beach: Condo w/ Pool & Patio In Sarasota!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Heated Community Pool | Walking Distance to Beach | Family Friendly | Remote Workers Welcome If an outing to a bustling ...
From $204 per night (USD)
VRBO
From $1526 per night (USD)
Expedia
Ultimate Family Reunion: Pool, Game Room, 3 mins to Beach - Surf View
Bedrooms:
8
Bathrooms:
8
Sleeps:
22
Surf View by Siesta Key Luxury Rental Properties Home in Siesta Key, FL Gather your family for an unforgettable reunion ...
From $1526 per night (USD)
Expedia
From $1415 per night (USD)
VRBO
Huge Yard with Heated Pool, Steps to Beach - The Pool House
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
The Pool House by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Welcome to The Pool House, a gorgeou ...
From $1415 per night (USD)
VRBO
From $2001 per night (USD)
Expedia
Home with Gulf Views, Private Heated Pool, Spa, Game Room - Sunset View
Bedrooms:
5
Bathrooms:
8
Sleeps:
25
Sunset View by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Welcome to Sunset View, a spectacular ...
From $2001 per night (USD)
Expedia

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