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$Admirals Watch | Ocean View w\/ Spacious Balcony, Heated Pool, & Walking Distance to Siesta Key Beach$
From $676 per night (USD)
VRBO
Admirals Watch | Ocean View w\/ Spacious Balcony, Heated Pool, & Walking Distance to Siesta Key Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Imagine waking up to the gentle sound of waves crashing against the shore, and looking out to see the shimmering turquoi ...
From $676 per night (USD)
VRBO
$La Contento Casa | Pet Friendly, Waterfront Home on Siesta Key w\/ Private Heated Pool & Kayaks!$
From $725 per night (USD)
Expedia
La Contento Casa | Pet Friendly, Waterfront Home on Siesta Key w\/ Private Heated Pool & Kayaks!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to La Contento Casa, a stunning waterfront retreat that promises nothing less than a memorable vacation experien ...
From $725 per night (USD)
Expedia
$The Solaster | Pet Friendly Home on Siesta Key w\/ 2 Heated Pools, Walk to Beach & South Village!$
From $1033 per night (USD)
VRBO
The Solaster | Pet Friendly Home on Siesta Key w\/ 2 Heated Pools, Walk to Beach & South Village!
Bedrooms:
6
Bathrooms:
7
Sleeps:
20
Escape to The Solaster, a magnificent vacation rental duplex retreat that offers nothing but luxury and relaxation. This ...
From $1033 per night (USD)
VRBO
From $1885 per night (USD)
Expedia
The Abalone | Luxury Pet Friendly Home, 2 Heated Pools, Elevators, Ping Pong Tables Steps to Beach!
Bedrooms:
6
Bathrooms:
9
Sleeps:
24
Welcome to The Abalone, a gorgeous vacation rental duplex located on the Southern end of Siesta Key. This spacious and a ...
From $1885 per night (USD)
Expedia
From $972 per night (USD)
VRBO
Peacock Villa | Spacious Outdoor Area, Cabana Room, Heated Pool, & Steps to Siesta Key Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Peacock Villa, an exquisite Siesta Key retreat that offers a unique opportunity for a customizable vacation e ...
From $972 per night (USD)
VRBO
From $965 per night (USD)
Expedia
Casa Coquina | Pet Friendly, Ping Pong Table, Private Heated Pool, Elevator, Steps to Beach!
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Welcome to Casa Coquina, a hidden gem vacation rental duplex located on the Southern end of Siesta Key. As you enter the ...
From $965 per night (USD)
Expedia
From $2063 per night (USD)
VRBO
The Nautilus | Luxury Pet Friendly Home, 2 Heated Pools, Elevators, Ping Pong Tables Steps to Beach!
Bedrooms:
6
Bathrooms:
9
Sleeps:
24
Welcome to the Nautilus, your luxurious tropical oasis on the Southern end of Siesta Key. This stunning beach vacation r ...
From $2063 per night (USD)
VRBO
From $519 per night (USD)
Expedia
Casita Sun Star | Pet Friendly Home on Siesta Key, Heated Pool, Walk to Beach & South Village!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Escape to Casita Sun Star, a magnificent vacation rental duplex retreat that offers nothing but luxury and relaxation. T ...
From $519 per night (USD)
Expedia
From $2052 per night (USD)
VRBO
Casa De Mariposa | Private Heated Pool, Ping Pong, & Steps to Siesta Key Beach!
Bedrooms:
6
Bathrooms:
7
Sleeps:
16
Welcome to Casa De Mariposa, an exquisite Siesta Key retreat that offers a unique opportunity for a customizable vacatio ...
From $2052 per night (USD)
VRBO
$Villa De Paradisio | Waterfront Home w\/ Private Pool, Fishing Dock, Close to Beach & Village!$
From $1766 per night (USD)
Expedia
Villa De Paradisio | Waterfront Home w\/ Private Pool, Fishing Dock, Close to Beach & Village!
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Experience the pinnacle of waterfront luxury at Villa De Paradisio, a stunning Siesta Key rental home nestled along the ...
From $1766 per night (USD)
Expedia
From $1419 per night (USD)
VRBO
Casa Mahalo | Pet Friendly, Ping Pong Table, Private Heated Pool, Elevator, Steps to Beach!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome to Casa Mahalo, a stunning vacation rental duplex that promises to exceed all your expectations. Nestled in the ...
From $1419 per night (USD)
VRBO
$Sandy Cabana | Pet Friendly Home on Siesta Key w\/ Heated Pool, Short Walk to Beach!$
From $587 per night (USD)
Expedia
Sandy Cabana | Pet Friendly Home on Siesta Key w\/ Heated Pool, Short Walk to Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Sandy Cabana, a beautiful duplex property nestled between the quiet streets of south Siesta Key. This charmin ...
From $587 per night (USD)
Expedia
$The Palms Cottage | Pet Friendly Home w\/ Private Pool & Spa, Walking Distance to Siesta Key Beach!$
Click For Pricing
VRBO
The Palms Cottage | Pet Friendly Home w\/ Private Pool & Spa, Walking Distance to Siesta Key Beach!
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Welcome to The Palms Cottage, a charming retreat nestled in the prestigious neighborhood of Palm Island on Siesta Key! ...
Click For Pricing
VRBO
From $3354 per night (USD)
Expedia
The Big Kahuna | SK Village, Pet Friendly, 2 Heated Pools, Elevator, Ping Pong Tables Steps to Beach
Bedrooms:
6
Bathrooms:
9
Sleeps:
24
Welcome to The Big Kahuna, a stunning vacation rental duplex that promises to exceed all your expectations. Nestled in t ...
From $3354 per night (USD)
Expedia
$Serenity Cottage | Multilevel Home on Siesta Key w\/ Private Pool & Spa, Short Walk to Beach!$
From $757 per night (USD)
VRBO
Serenity Cottage | Multilevel Home on Siesta Key w\/ Private Pool & Spa, Short Walk to Beach!
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Welcome to Serenity Cottage, a tranquil cottage located on the southern end of Siesta Key. This remarkable vacation rent ...
From $757 per night (USD)
VRBO
From $2281 per night (USD)
Expedia
The Conch | Luxury Pet Friendly Home, 2 Heated Pools, Elevators, Ping Pong Tables Steps to Beach!
Bedrooms:
6
Bathrooms:
9
Sleeps:
26
Welcome to The Conch, a hidden gem vacation rental duplex located on the Southern end of Siesta Key. As you enter the pr ...
From $2281 per night (USD)
Expedia
From $899 per night (USD)
VRBO
Casa Stolida | Pet Friendly 🐶 Ping Pong Table, Private Heated Pool, Elevator, Steps to Beach!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome to Casa Stolida, your luxurious tropical oasis on the Southern end of Siesta Key. This stunning beach vacation r ...
From $899 per night (USD)
VRBO
From $832 per night (USD)
Expedia
Casita Morning Star | Pet Friendly Home on Siesta Key, Heated Pool, Walk to Beach & South Village!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Escape to Casita Morning Star, a magnificent vacation rental duplex retreat that offers nothing but luxury and relaxatio ...
From $832 per night (USD)
Expedia
From $1026 per night (USD)
VRBO
Monarch Villa | Ocean Views, Cabana Room, Heated Pool, & Steps to Siesta Key Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Monarch Villa, an exquisite Siesta Key retreat that offers a unique opportunity for a customizable vacation e ...
From $1026 per night (USD)
VRBO
$Topsail Cottage | Luxury Home on Siesta Key w\/ Heated Pool & Rooftop View of Gulf, Walk to Beach!$
From $1087 per night (USD)
Expedia
Topsail Cottage | Luxury Home on Siesta Key w\/ Heated Pool & Rooftop View of Gulf, Walk to Beach!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Welcome to Topsail Cottage, a luxurious condo located on the southern end of Siesta Key. This exquisite 4-bedroom, 4-bat ...
From $1087 per night (USD)
Expedia
$AMAZING 4 level SIESTA KEY home on large water with dock, crows nest, spa\/pool$
From $2104 per night (USD)
VRBO
AMAZING 4 level SIESTA KEY home on large water with dock, crows nest, spa\/pool
Bedrooms:
7
Bathrooms:
6
Sleeps:
10
Indulge in unbeatable waterfront living in this breathtaking Siesta Key vacation rental, nestled on the serene waters of ...
From $2104 per night (USD)
VRBO
From $816 per night (USD)
Expedia
Luxe Beachfront Villa with Indoor Pool & Gulf View
Bedrooms:
3
Bathrooms:
5
Sleeps:
6
Pack your bags for a lavish getaway and stay at this chic oceanfront vacation rental in Englewood! Resting on a stunning ...
From $816 per night (USD)
Expedia
From $247 per night (USD)
VRBO
2 Bedroom 2 Bath home near Siesta Key Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Right over the South Bridge from Siesta Key Beach - #1 Beach in the USA - A newly renovated 2 Bedroom 2 Bathroom modular ...
From $247 per night (USD)
VRBO
From $85 per night (USD)
Expedia
Adorable 1 Bedroom 1 Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Very nice and spacious 1 bedroom 1 bath apartment with a comfortable setting. Perfectly located only 3 min walking dista ...
From $85 per night (USD)
Expedia
From $483 per night (USD)
VRBO
Crystal Sands Tower Unit 903 - Beachfront
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Breathtaking, unobstructed, North to South, panoramic views of the Gulf of Mexico on renowned Crescent Beach; located o ...
From $483 per night (USD)
VRBO
From $578 per night (USD)
Expedia
Crystal Sands Tower Unit 1206 - Beachfront
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Penthouse Condo - Direct Beachfront -Million Dollar View This condo is in the most requested part of the Crystal Sands c ...
From $578 per night (USD)
Expedia
From $265 per night (USD)
VRBO
Spectacular penthouse view over downtown Sarasota plus private beach access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to paradise on Siesta Key! You will find this penthouse condo inviting and comfortable with everything you need ...
From $265 per night (USD)
VRBO
$\Safe & Clean\ Key West Suite , only 60 steps to the Siesta Key Public Beach -$
From $616 per night (USD)
Expedia
\"Safe & Clean\" Key West Suite , only 60 steps to the Siesta Key Public Beach -
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Next to the Siesta Key Public Beach, 60 steps only! This amazing recently updated and newly refurbished 2 bedroom apartm ...
From $616 per night (USD)
Expedia
From $178 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 $178 per night (USD)
VRBO
From $250 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 $250 per night (USD)
Expedia
From $593 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 $593 per night (USD)
VRBO
From $468 per night (USD)
VRBO
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 $468 per night (USD)
VRBO
From $260 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 $260 per night (USD)
VRBO
From $220 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 $220 per night (USD)
Expedia
From $443 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 $443 per night (USD)
VRBO
$'Casa Bella' Florida Getaway w\/Heated Spa & Grill$
From $352 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 $352 per night (USD)
Expedia
$Villa Las Flores | Pet Friendly Home in Sarasota w\/ Private Heated Pool & Screened-In Porch$
From $468 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
Welcome to Villa Las Flores, a magnificent duplex retreat that can be rented out separately or combined with its sister ...
From $468 per night (USD)
VRBO
$Luna Nueva | Pet Friendly Home in Sarasota w\/ Private Heated Pool & Screened-In Porch$
From $472 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 $472 per night (USD)
Expedia
$Luna Flores | Pet Friendly Home in Sarasota w\/ 2 Private Heated Pools & Screened-In Porches$
From $924 per night (USD)
VRBO
Luna Flores | Pet Friendly Home in Sarasota w\/ 2 Private Heated Pools & Screened-In Porches
Bedrooms:
4
Bathrooms:
7
Sleeps:
16
Welcome to Luna Flores, a magnificent vacation rental duplex that combines the best of the units Luna Nueva and Villa La ...
From $924 per night (USD)
VRBO
$Renovated retreat - dog-friendly yard, AC & W\/D - snowbirds welcome$
From $193 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 $193 per night (USD)
Expedia
$***Walk to Beach 5min. Waterfront Grand Canal~PrivatePOOL\/HotTub,Kayaks,Bikes**$
From $643 per night (USD)
VRBO
***Walk to Beach 5min. Waterfront Grand Canal~PrivatePOOL\/HotTub,Kayaks,Bikes**
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Great location! Walk to beach!! 5 minutes, Siesta Village- 15 minutes. Waterfront property-125' on Grand Canal. Walk m ...
From $643 per night (USD)
VRBO
From $365 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 $365 per night (USD)
Expedia
From $371 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 $371 per night (USD)
VRBO
From $179 per night (USD)
Expedia
Near Siesta Key - single story pet friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Ready to rent after Hurricane Milton. Newly renovated home in Sarasota. All new ceramic floors with new kitchen includin ...
From $179 per night (USD)
Expedia
From $316 per night (USD)
VRBO
Charming Florida Pool home 8 minutes from Siesta Key
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 $316 per night (USD)
VRBO
$2\/2 Ground Unit 10 Min to beach on golf course$
From $110 per night (USD)
Expedia
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 $110 per night (USD)
Expedia
From $538 per night (USD)
VRBO
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 ...
From $538 per night (USD)
VRBO
From $181 per night (USD)
Expedia
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 $181 per night (USD)
Expedia
From $170 per night (USD)
VRBO
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 $170 per night (USD)
VRBO
From $311 per night (USD)
Expedia
HURRICANE UPDATE! 2 BR, BEACHY SPEAKEASY, by LIDO BEACH, in ST ARMAND'S CIRLCE
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
*St Armand's Circle is open to the public and we are repairing some flood damage to the lower downstairs hallway to the ...
From $311 per night (USD)
Expedia
From $170 per night (USD)
VRBO
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 $170 per night (USD)
VRBO
From $288 per night (USD)
Expedia
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 $288 per night (USD)
Expedia
From $458 per night (USD)
VRBO
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 $458 per night (USD)
VRBO
From $427 per night (USD)
Expedia
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 $427 per night (USD)
Expedia
From $313 per night (USD)
VRBO
Lanai, 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 $313 per night (USD)
VRBO
From $524 per night (USD)
Expedia
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 $524 per night (USD)
Expedia
From $176 per night (USD)
VRBO
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 $176 per night (USD)
VRBO
From $297 per night (USD)
Expedia
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 $297 per night (USD)
Expedia
From $257 per night (USD)
VRBO
Walk to the beach in minutes from this recently remodeled condo.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This place is on Bayshore Rd, 0.3 miles from the lovely Nokomis beach on Casey Key. One minute by car or about 8 minute ...
From $257 per night (USD)
VRBO
From $276 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 $276 per night (USD)
Expedia
From $138 per night (USD)
VRBO
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 $138 per night (USD)
VRBO
$Small But Cute 1\/1 In A Tropical Oasis, Close To Siesta Beach$
From $212 per night (USD)
Expedia
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 $212 per night (USD)
Expedia
From $299 per night (USD)
VRBO
Luxe Getaway! New Apt 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 $299 per night (USD)
VRBO
$Perfect Getaway 3bd\/2bth Private Heated Pool$
From $262 per night (USD)
Expedia
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 $262 per night (USD)
Expedia
$New! Fully Renovated 3\/2 Luxury Vacation Home$
From $351 per night (USD)
VRBO
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 $351 per night (USD)
VRBO
From $204 per night (USD)
Expedia
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 $204 per night (USD)
Expedia
From $230 per night (USD)
VRBO
STUNNING Modern Home Near Siesta Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This stunning home, located only 15 minutes away from Siesta Beach & 10 minutes from Downtown Sarasota, is ready for you ...
From $230 per night (USD)
VRBO
From $352 per night (USD)
Expedia
Clean, ground floor tastefully decorated 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 $352 per night (USD)
Expedia
From $407 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 $407 per night (USD)
VRBO
From $171 per night (USD)
Expedia
Close to Beaches, Downtown, Restaurants & Parks!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Bermuda Park! Adorable, Cozy, Peaceful & Quiet neighborhood close to downtown SRQ, St. Armand's, the beaches, ...
From $171 per night (USD)
Expedia
From $247 per night (USD)
VRBO
Great choice 1 mi to Main St, Trolley to Lido Beach. Best value in SRQ Pets OK
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
You've found it! Your private Sarasota home away from home. Our five star reviews say it all. The house is in a quiet do ...
From $247 per night (USD)
VRBO
$MCM Hideaway w\/ Private Fishing Dock + 4 Kayaks$
From $343 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 $343 per night (USD)
Expedia
From $209 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 $209 per night (USD)
VRBO
From $153 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 $153 per night (USD)
Expedia
From $455 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 $455 per night (USD)
VRBO
From $687 per night (USD)
VRBO
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 $687 per night (USD)
VRBO
From $756 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 $756 per night (USD)
VRBO
$BEAUTIFUL 2\/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!$
From $471 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 $471 per night (USD)
Expedia
$Turtle Bay Hideaway | Large Pet Friendly Home on Siesta Key w\/ Private Pool & Spa, Beach Access$
From $2130 per night (USD)
VRBO
Turtle Bay Hideaway | Large Pet Friendly Home on Siesta Key w\/ Private Pool & Spa, Beach Access
Bedrooms:
5
Bathrooms:
5
Sleeps:
13
Looking for the ultimate tropical escape to soak up the sun and sea breeze this summer season? Welcome to Turtle Bay Hid ...
From $2130 per night (USD)
VRBO
From $950 per night (USD)
Expedia
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 ...
From $950 per night (USD)
Expedia
From $250 per night (USD)
VRBO
Sarasota Sanctuary Tropical Holiday
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Your own private home surrounded by tropical landscaping. We pride ourselves in creating a sanctuary for you and your gu ...
From $250 per night (USD)
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 $306 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 $306 per night (USD)
VRBO
$Bright Venice Home w\/ Yard < 4 Miles to Beach!$
From $234 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 $234 per night (USD)
Expedia
From $295 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 $295 per night (USD)
VRBO
From $320 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 $320 per night (USD)
Expedia
From $325 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 $325 per night (USD)
VRBO
From $318 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 $318 per night (USD)
Expedia
From $309 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 $309 per night (USD)
VRBO
From $328 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 $328 per night (USD)
Expedia
$Across from Lido Beach Pavillon, 1 BR, 1 BA w\/pool.$
From $229 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 $229 per night (USD)
VRBO
$Walk to Everything, Gulf Views, Waterfront, Heated Resort Style Pool w\/ Slide$
From $2186 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 $2186 per night (USD)
Expedia
From $170 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 $170 per night (USD)
VRBO
From $414 per night (USD)
Expedia
0.3 Miles Lido Beach, Walk to Armand's Circle | Unaffected by Hurricanes, Ready to Book!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
When searching for a vacation getaway, one thing that's really important is LOCATION. Done! Walk out your door, turn r ...
From $414 per night (USD)
Expedia
$Walk to Lido Beach\/Armand's Cir, Near Lido Pool | Unaffected by Hurricane, Ready to Book!$
From $426 per night (USD)
VRBO
Walk to Lido Beach\/Armand's Cir, Near Lido Pool | Unaffected by Hurricane, Ready to Book!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
When searching for a vacation getaway, one thing that's really important is LOCATION. Done! Walk out your door, turn r ...
From $426 per night (USD)
VRBO
$Harbor Towers Siesta Key 2 bedroom\/2 bath Condo!$
Click For Pricing
Expedia
Harbor Towers Siesta Key 2 bedroom\/2 bath Condo!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Just a walk away from America's #1 beach Siesta Key! Unit 311 located at Harbor Towers Yacht & Racquet Club is the perf ...
Click For Pricing
Expedia
From $372 per night (USD)
VRBO
Walk to Waters Edge, Wi-Fi, Dogs Allowed, 50's Retro Furnishings, Saltwater Pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
3 BR / 2 BA / Sleeps 8 Master bedroom - King Bed with en suite bathroom and double doors out to a cozy patio. Second be ...
From $372 per night (USD)
VRBO
From $169 per night (USD)
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 ...
From $169 per night (USD)
Expedia
Click For Pricing
VRBO
Heart of Siesta Key Village, Walk to Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Location, location, location! Calle Minorga complex lies in the heart of Siesta Key Village with a heated pool. Restau ...
Click For Pricing
VRBO
From $259 per night (USD)
Expedia
Pool Home 10 Minutes to the Beach
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 $259 per night (USD)
Expedia

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