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From $170 per night (USD)
VRBO
Waterfront house with a park and restaurant
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The tan house on Myakka River provides access to the river with a beautiful view. This property has units; 1st floor an ...
From $170 per night (USD)
VRBO
From $233 per night (USD)
Expedia
VILLA DEL SOL 🌞💥🥂🌴🌴🌴🌴🍸🍸
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Villa Del Sol, our sunny piece of paradise. From the time you arrive at the Villa, you will feel the sunshin ...
From $233 per night (USD)
Expedia
From $574 per night (USD)
VRBO
Beautiful West of The Trail Home
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Exquisite West of Trail home in Granada is a quiet, private neighborhood with easy access to all amenities. 4 Bedrooms 3 ...
From $574 per night (USD)
VRBO
From $460 per night (USD)
Expedia
Luxury Beach Condo on Crescent Beach #1 Beach in USA
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Discover your dream vacation rentals at Crescent Siesta Key - Prime Location: Situated on the pristine Crescent Beach, ...
From $460 per night (USD)
Expedia
From $295 per night (USD)
VRBO
Private beach getaway near point of rocks
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful 2nd-floor family-friendly beachside condo. Located on the world-famous crescent beach. 1 private parking space ...
From $295 per night (USD)
VRBO
From $218 per night (USD)
Expedia
Walk to Beach: Resort-Style Siesta Key Condo!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
2 Heated Community Outdoor Pools | Large Sunroom w/ Desk & Dining Area | 7 Mi to Downtown Sarasota | 1,600 Sq Ft Have f ...
From $218 per night (USD)
Expedia
From $469 per night (USD)
VRBO
Family getaway 5 miles to Siesta Beach. Heated private Pool, bicycles.Sleep 10.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to our Blue Beach House! Look no further, you have found the ideal rental for relaxing in the Florida sun! This ...
From $469 per night (USD)
VRBO
$'Casa Bella' Florida Getaway w\/Heated Spa & Grill$
From $338 per night (USD)
Expedia
'Casa Bella' Florida Getaway w\/Heated Spa & Grill
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Treat yourself to “Casa Bella” on your next trip to Florida’s beautiful west coast. A private and relaxing home with ple ...
From $338 per night (USD)
Expedia
$Villa Las Flores | Pet Friendly Home in Sarasota w\/ Private Heated Pool & Screened-In Porch$
From $394 per night (USD)
VRBO
Villa Las Flores | Pet Friendly Home in Sarasota w\/ Private Heated Pool & Screened-In Porch
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Villa Las Flores: Your Ideal Getaway in Sarasota Welcome to Villa Las Flores, a stunning duplex retreat offering the pe ...
From $394 per night (USD)
VRBO
$Luna Nueva | Pet Friendly Home in Sarasota w\/ Private Heated Pool & Screened-In Porch$
From $417 per night (USD)
Expedia
Luna Nueva | Pet Friendly Home in Sarasota w\/ Private Heated Pool & Screened-In Porch
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Luna Nueva, a magnificent Siesta Key rental home that can be rented out separately or combined with its siste ...
From $417 per night (USD)
Expedia
From $785 per night (USD)
VRBO
Luna Flores: Stunning Siesta Key Area with 2 Private Pools, Dog Friendly Perfect for Large Groups
Bedrooms:
4
Bathrooms:
7
Sleeps:
16
Luna Flores: Your Dream Vacation Awaits in Sarasota Welcome to Luna Flores, a magnificent vacation rental duplex that b ...
From $785 per night (USD)
VRBO
$Renovated retreat - dog-friendly yard, AC & W\/D - snowbirds welcome$
From $227 per night (USD)
Expedia
Renovated retreat - dog-friendly yard, AC & W\/D - snowbirds welcome
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Alta Vista Respite Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $227 per night (USD)
Expedia
$Renovated post Hurricane! Walk2Beach 5min.Waterfront Canal,Pool\/Spa,Kayaks,Bikes$
From $590 per night (USD)
VRBO
Renovated post Hurricane! Walk2Beach 5min.Waterfront Canal,Pool\/Spa,Kayaks,Bikes
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
FULLY RENOVATED AFTER RECENT HURRICANES! READY FOR GUESTS!! Great location! Walk to beach!! 5 minutes, Siesta Village- ...
From $590 per night (USD)
VRBO
From $389 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 $389 per night (USD)
Expedia
From $281 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 $281 per night (USD)
VRBO
From $164 per night (USD)
Expedia
Near Siesta Key - single story pet friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Summary: House is ready after Hurricane Milton. All ceramic floors with new kitchen including granite counter tops, dish ...
From $164 per night (USD)
Expedia
$2\/2 Ground Unit 10 Min to beach on golf course$
From $159 per night (USD)
VRBO
2\/2 Ground Unit 10 Min to beach on golf course
Bedrooms:
2
Bathrooms:
3
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 $159 per night (USD)
VRBO
Click For Pricing
Expedia
2 Cottages Rented Together | Amazing Heated Pool | Near Beaches
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Summary: Bring your friends, family and loved ones to enjoy an unforgettable escape at this unique property which comfor ...
Click For Pricing
Expedia
From $189 per night (USD)
VRBO
Gulf Front with Stunning Views & Private Beach on the Quieter end of Siesta Key at Fisherman's Haven
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Spacious Gulf Front with Stunning Views & Private Beach. Peaceful & Relaxing on the Quieter Southern end of Siesta Key. ...
From $189 per night (USD)
VRBO
From $308 per night (USD)
Expedia
Siesta Key Gulf Front at Fishermans Haven - Private Beach, Stunning Views From Every Room! FH 201
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Gulf Front w/Stunning Views. Private Beach, Fish from the Bay, Gated. Spacious Gulf Front condo with private beach and ...
From $308 per night (USD)
Expedia
$2BR Beachy Speakeasy In St Armand's w\/ Rooftop Deck & Lounge. Walk to Lido Beach$
From $286 per night (USD)
VRBO
2BR Beachy Speakeasy In St Armand's w\/ Rooftop Deck & Lounge. Walk to Lido Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Step into Spring Break or book your summer holiday now at a Sarasota paradise nestled in the heart of St Armand's Circle ...
From $286 per night (USD)
VRBO
From $190 per night (USD)
Expedia
Siesta Key Gulf Front at Fisherman's Haven. Spectacular Views from Every Room! Private Beach. FH701
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Siesta Key Gulf Front at Fisherman's Haven. Spectacular Views from Every Room! Private Beach, Bay Access, Gated. Absolu ...
From $190 per night (USD)
Expedia
From $307 per night (USD)
VRBO
Beautifully Appointed with Views from Every Room at Fishermans Haven. Private Beach, Gated FH504
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Beautifully Appointed with Views from Every Room at Fishermans Haven. Private Beach, Fish from the Boat Docks! Beautifu ...
From $307 per night (USD)
VRBO
From $482 per night (USD)
Expedia
Stylish Retreat on Private Crescent Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our place on the #1 Siesta Key beach is near Siesta Key village, downtown Sarasota, Lido Key, St Armand s circle and L ...
From $482 per night (USD)
Expedia
From $418 per night (USD)
VRBO
Siesta Key Gulf Side - #84 - Private Tranquil Condo - Jamaica Royale
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Jamaica Royale - Villa Unit #84 Welcome to the loveliest place in Paradise! Dr. Beach has repeatedly named Siesta Key a ...
From $418 per night (USD)
VRBO
From $252 per night (USD)
Expedia
Pool, Lake & Sunset Views: Home in Sarasota
Bedrooms:
2
Bathrooms:
4
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 $252 per night (USD)
Expedia
From $380 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 $380 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 $160 per night (USD)
Expedia
Walk to the beach in minutes from this recently remodeled condo.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This place is on Bayshore Rd, 0.4 miles from the lovely Nokomis beach on Casey Key. One minute by a car or about eight ...
From $160 per night (USD)
Expedia
From $170 per night (USD)
VRBO
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 $170 per night (USD)
VRBO
From $109 per night (USD)
Expedia
Cottage within walking distance to Casey Key Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Property Description. 1 Bedroom, 1 Bathroom, Sleeps 2 adults and 1 child. Available for reservations. Weekly and monthly ...
From $109 per night (USD)
Expedia
$Small But Cute 1\/1 In A Tropical Oasis, Close To Siesta Beach$
From $231 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 $231 per night (USD)
VRBO
From $380 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 $380 per night (USD)
Expedia
$Perfect Getaway 3bd\/2bth Private Heated Pool$
From $232 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 $232 per night (USD)
VRBO
$New! Fully Renovated 3\/2 Luxury Vacation Home$
From $256 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 $256 per night (USD)
Expedia
From $160 per night (USD)
VRBO
Coastal Sarasota Condo: Minutes to Beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Spend your next beach retreat at this sunny Sarasota vacation rental! The condo provides a comfy and modern home base wi ...
From $160 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach
Bedrooms:
1
Bathrooms:
2
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 $275 per night (USD)
Expedia
From $418 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 $418 per night (USD)
VRBO
From $118 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 $118 per night (USD)
Expedia
$Guests Love This Home & Location\n 1 Mile to Downtown, Trolley to Beach, Pets OK!$
From $167 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 $167 per night (USD)
VRBO
$MCM Hideaway w\/ Private Fishing Dock + 4 Kayaks$
From $387 per night (USD)
Expedia
MCM Hideaway w\/ Private Fishing Dock + 4 Kayaks
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our Mid Century Modern waterfront hideaway on the highly sought after Curry Creek. Perfectly situation betwee ...
From $387 per night (USD)
Expedia
From $203 per night (USD)
VRBO
Heated pool for Your next vacation getaway!
Bedrooms:
2
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 $119 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 $119 per night (USD)
Expedia
From $468 per night (USD)
VRBO
Beautiful beachfront condo on Longboat Key, FL!!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Direct Beachfront, Longboat Key remodeled 2/2 Condo in Beachplace. Beautiful Beachplace is a gated community located on ...
From $468 per night (USD)
VRBO
From $674 per night (USD)
Expedia
Estate Living in The Meadows Golf Community
Bedrooms:
5
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 $674 per night (USD)
Expedia
From $482 per night (USD)
VRBO
Crystal Sands Tower Unit 304 - Beachfront
Bedrooms:
2
Bathrooms:
3
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 $482 per night (USD)
VRBO
$BEAUTIFUL 2\/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!$
From $227 per night (USD)
Expedia
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 $227 per night (USD)
Expedia
Click For Pricing
VRBO
The Beach on Longboat Key #221 Resort by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...
Click For Pricing
VRBO
From $124 per night (USD)
Expedia
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 $124 per night (USD)
Expedia
From $382 per night (USD)
VRBO
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 $382 per night (USD)
VRBO
$Bright Venice Home w\/ Yard < 4 Miles to Beach!$
From $221 per night (USD)
Expedia
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 $221 per night (USD)
Expedia
From $360 per night (USD)
VRBO
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 $360 per night (USD)
VRBO
From $338 per night (USD)
Expedia
Waterfront Pool Home with Gulf Access!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful relaxing neighborhood on a dead end street. Relax by the saltwater pool or fish off the seawall for Snook, Red ...
From $338 per night (USD)
Expedia
From $310 per night (USD)
VRBO
Pool House Paradise
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Located in the highly sought after Gulf Gate neighborhood, 2 miles from Siesta Key, this home is sure to turn your momen ...
From $310 per night (USD)
VRBO
From $381 per night (USD)
Expedia
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 $381 per night (USD)
Expedia
From $408 per night (USD)
VRBO
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 $408 per night (USD)
VRBO
From $377 per night (USD)
Expedia
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 $377 per night (USD)
Expedia
$Across from Lido Beach Pavillon, 1 BR, 1 BA w\/pool.$
From $216 per night (USD)
VRBO
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 $216 per night (USD)
VRBO
$Walk to Everything, Gulf Views, Waterfront, Heated Resort Style Pool w\/ Slide$
From $1834 per night (USD)
Expedia
Walk to Everything, Gulf Views, Waterfront, Heated Resort Style Pool w\/ Slide
Bedrooms:
7
Bathrooms:
6
Sleeps:
16
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $1834 per night (USD)
Expedia
From $132 per night (USD)
VRBO
Beautiful home 2 miles away from Venice Beach!!!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Completely remodeled 2/1 home located in a great neighborhood close to everything. Downtown Venice 1 mile away. Venice B ...
From $132 per night (USD)
VRBO
From $319 per night (USD)
Expedia
Sun, Sand and Savings Sarasota Deals Up to 15% Off
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $319 per night (USD)
Expedia
From $318 per night (USD)
VRBO
Sun, Sand and Savings Sarasota Deals Up to 15% Off
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $318 per night (USD)
VRBO
Click For Pricing
Expedia
House just minutes from Siesta Key Beach and best parks & bike trails in area
Bedrooms:
2
Bathrooms:
3
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
Expedia
$Pool Home 10 Minutes to the Beach - \Read Description About 4th Bedroom\$
From $254 per night (USD)
VRBO
Pool Home 10 Minutes to the Beach - \"Read Description About 4th Bedroom\"
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
If you are looking for a centrally located vacation home that is a stone's throw from various amenities including shoppi ...
From $254 per night (USD)
VRBO
$Pet-Friendly Downtown Sarasota House-3BR\/2BA for Couples,Friends, Beaches 7mins$
From $122 per night (USD)
Expedia
Pet-Friendly Downtown Sarasota House-3BR\/2BA for Couples,Friends, Beaches 7mins
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our private and comfy house located in the heart of Downtown Area, just 2 minutes away by walking! Our house ...
From $122 per night (USD)
Expedia
Click For Pricing
VRBO
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
VRBO
From $67 per night (USD)
Expedia
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 $67 per night (USD)
Expedia
From $227 per night (USD)
VRBO
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)
VRBO
Click For Pricing
Expedia
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
Expedia
From $605 per night (USD)
VRBO
Siesta Key Oasis with a pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
7
Certificate number (VR22-00130) Welcome to our little Siesta Key Oasis, Take it easy at this unique and tranquil getawa ...
From $605 per night (USD)
VRBO
$Casa Azul 2Bed\/1Bath$
From $195 per night (USD)
Expedia
Casa Azul 2Bed\/1Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Beautifully elegant 2bed/ 1 bath designed specifically for the relaxing and quiet get away that epitomizes a great vacat ...
From $195 per night (USD)
Expedia
From $92 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 $92 per night (USD)
VRBO
From $360 per night (USD)
Expedia
Florida Home 3 Mi to Siesta Key, Walk to Gulf Gate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This newly renovated, 2-bedroom, 2-bathroom, Sarasota vacation rental provides the perfect Florida home base! Live the d ...
From $360 per night (USD)
Expedia
$Charming 3\/2 Home W\/Saltwater & Heated Pool Near Several Beautiful Beaches$
From $172 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 $172 per night (USD)
VRBO
From $266 per night (USD)
Expedia
Resort living. Huge pools and Hot Tubs. WaterSlide. 20-30 minutes to 4 beaches!
Bedrooms:
2
Bathrooms:
4
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 $266 per night (USD)
Expedia
From $304 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 $304 per night (USD)
VRBO
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Expedia
Peaceful and serene or fun and excitement! You decide!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
2 bedroom 2 bath home with single sleeper sofa in living room. Newly renovated in quiet neighborhood with Old South Flor ...
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Expedia
$Steps From Siesta Key Beach! 1BR w\/ Heated Pool$
From $450 per night (USD)
VRBO
Steps From Siesta Key Beach! 1BR w\/ Heated Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Newly renovated gated beach access apartment with a heated pool. This is a one bedroom and one bath apartment that makes ...
From $450 per night (USD)
VRBO
$Beach Dream | Home w\/ Ocean Views, 2 Private Pools, & Rooftop Lookout! Steps to Siesta Key Beach$
From $1451 per night (USD)
Expedia
Beach Dream | Home w\/ Ocean Views, 2 Private Pools, & Rooftop Lookout! Steps to Siesta Key Beach
Bedrooms:
6
Bathrooms:
6
Sleeps:
22
Welcome to Beach Dream – Your Ultimate Siesta Key Getaway Beach Dream is the quintessential vacation rental for those s ...
From $1451 per night (USD)
Expedia
$Crystal Sands | Home w\/ Ocean Views, Private Pool, & Rooftop Lookout! Steps to Siesta Key Beach$
From $717 per night (USD)
VRBO
Crystal Sands | Home w\/ Ocean Views, Private Pool, & Rooftop Lookout! Steps to Siesta Key Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to Crystal Sands, the ultimate vacation rental duplex for those who want to indulge in luxury and relaxation, wh ...
From $717 per night (USD)
VRBO
$Silver Shore | Home w\/ Ocean Views, Private Pool, & Rooftop Lookout! Steps to Siesta Key Beach$
From $774 per night (USD)
Expedia
Silver Shore | Home w\/ Ocean Views, Private Pool, & Rooftop Lookout! Steps to Siesta Key Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Welcome to Silver Shore – Your Luxurious Beachside Retreat on Siesta Key Indulge in luxury, comfort, and tranquility at ...
From $774 per night (USD)
Expedia
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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. ...
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VRBO
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Expedia
Quiet 55+ Community Mobile Home for Rent
Bedrooms:
2
Bathrooms:
3
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 ...
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Expedia
From $340 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 $340 per night (USD)
VRBO
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Expedia
The Beach on Longboat Key #221S Resort by RVA
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...
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Expedia
$PARADISE INSIDE & OUT! GORGEOUS VIEWS! 2BED\/2BATH & SLEEPS 6$
From $233 per night (USD)
VRBO
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)
VRBO
From $522 per night (USD)
Expedia
Beach Access, Walk to village, Sunsets included
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Service Highlights: - Professionally laundered linens & towels with each reservation. - Exceptional clean rating. - No k ...
From $522 per night (USD)
Expedia
$2\/2 Vaulted Ceiling 10 Min to beach on golf course$
From $113 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 $113 per night (USD)
VRBO
From $846 per night (USD)
Expedia
Sun, Sand and Savings Sarasota Deals Up to 15% Off
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $846 per night (USD)
Expedia
From $1424 per night (USD)
VRBO
Sandy Rocks | Ultimate Bundle: 2 Private Pet Friendly Homes, 2 Private Heated Pools, Walk to Beach!
Bedrooms:
9
Bathrooms:
11
Sleeps:
26
Welcome to Sandy Rocks, an exceptional tropical retreat that combines luxury, convenience, and ample space to accommodat ...
From $1424 per night (USD)
VRBO
$2 Bed\/1 bath Condo Steps to Siesta Key Beach!$
From $254 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 $254 per night (USD)
Expedia
From $184 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 $184 per night (USD)
VRBO
From $324 per night (USD)
Expedia
Siesta Key 2BR 1Bath unit COZY at 1945 Barefoot Bungalows 1500 ft from 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 $324 per night (USD)
Expedia
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VRBO
beachfront condo on 6th floor of the longboat key club resort !
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
6th floor bedroom king suite with 1 bathroom living room area with pull out queen bed and kitchen with washer dryer con ...
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VRBO
From $132 per night (USD)
Expedia
Lush Retreat-- Less Than 5 Min From America's Top Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in a quiet, residential neighborhood less than 5 minutes to the white sands of Siesta Key-- America's top-rated ...
From $132 per night (USD)
Expedia
From $77 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 $77 per night (USD)
VRBO
From $282 per night (USD)
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 ...
From $282 per night (USD)
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)
Expedia
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)
Expedia

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