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$4bd\/3bth Renovation With Heated Pool near Downtown$
From $519 per night (USD)
VRBO
4bd\/3bth Renovation With Heated Pool near Downtown
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautiful renovation, great for people who want a large house to spend evenings at the pool with dining area and drill! ...
From $519 per night (USD)
VRBO
From $126 per night (USD)
Expedia
Lovely apartment 5 minutes to the beach, restaurants, shopping and services
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
<p>Close to sailing, windsurfing, and more, this pet-friendly apartment brings it all within reach. With the property's ...
From $126 per night (USD)
Expedia
From $190 per night (USD)
VRBO
Amazing Renovated Studio in Sarasota!!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
1 bed room, 1 bathroom, private entrance, wifi access, beautiful pool view, very close to restaurants and shopping cente ...
From $190 per night (USD)
VRBO
$Waterfront\/Pool mins to Siesta Key Beach- bikes\/kayaks\/SUPs incl-paddle to beach$
From $384 per night (USD)
Expedia
Waterfront\/Pool mins to Siesta Key Beach- bikes\/kayaks\/SUPs incl-paddle to beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
WATERFRONT PROPERTY - Everything you need for a vacation or short term stay on Siesta Key is INCLUDED. Bikes, paddle bo ...
From $384 per night (USD)
Expedia
From $156 per night (USD)
VRBO
Cute home, close to beaches. Fishing equipment, golf clubs, bicycles supplied.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This large & spacious home is a great base for visiting the Venice area. Formal living room & dining room plus family ro ...
From $156 per night (USD)
VRBO
From $174 per night (USD)
Expedia
Beautiful renovated 4th floor Condo across the street from Lido beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful 2 bedroom 4th floor condo located on Lido Key (Sarasota). Enjoy beautiful walks, the beach and the nice pool/h ...
From $174 per night (USD)
Expedia
From $341 per night (USD)
VRBO
Gulf front, 3rd floor, 2 bdr- A302 gorgeous view!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This colorful and well cared for unit has a new owner! The view from your lanai will include sunset and will be magnifi ...
From $341 per night (USD)
VRBO
Click For Pricing
Expedia
Ground floor Lake view 2 bed 2 bath Pool tennis Pickle ball Gated community
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Extensively remodeled ground floor condo in a gated community just 6 miles from the number 1 beach in the USA Lake views ...
Click For Pricing
Expedia
From $367 per night (USD)
VRBO
The Palm Bay club Siesta Key Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to The Palm Bay Club on Siesta Key Beach Enjoy sunrise to sunset from our great resort that has private bay to b ...
From $367 per night (USD)
VRBO
From $641 per night (USD)
Expedia
Crystal Sands Tower Unit 1109 - Beachfront
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Unique... Highly desirable 4 bedroom unit in Crystal Sands on Siesta Key. Very rare 4 bedroom beachfront condo with a d ...
From $641 per night (USD)
Expedia
$Endless Views | Walking Distance To Siesta Key Beach + Village w\/ Rooftop Panoramic Views!$
From $651 per night (USD)
VRBO
Endless Views | Walking Distance To Siesta Key Beach + Village w\/ Rooftop Panoramic Views!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Endless Views – Your Dream Beach Escape in Siesta Key Discover the ultimate getaway at Endless Views, a stun ...
From $651 per night (USD)
VRBO
From $200 per night (USD)
Expedia
Updated,Sunny Cottage🌴near famous beaches🏝half mile to Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Relaxing and charming 3 bedrooms, 2 bathrooms cottage walking distance /half mile/ to Main steet, Downtown, parks, resta ...
From $200 per night (USD)
Expedia
From $240 per night (USD)
VRBO
Grand Villa with Pool in Venice, FL
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Dramatic two-story Tuscan-style villa in the heart of South Venice. You'll love the tall ceilings, stained glass window ...
From $240 per night (USD)
VRBO
$Artistic Boho Bungalow W\/ Pool Near Water & SRQ$
From $584 per night (USD)
Expedia
Artistic Boho Bungalow W\/ Pool Near Water & SRQ
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to the Bohemian Bungalow! Spiritual Oasis! This is the perfect location for those who have a flair for the heal ...
From $584 per night (USD)
Expedia
Click For Pricing
VRBO
Contemporary Coastal Cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The cool and calming coastal feel of this mid-century modern home will set the scene for your next relaxing vacation her ...
Click For Pricing
VRBO
From $503 per night (USD)
Expedia
Sun, Sand and Savings Sarasota Deals Up to 15% Off
Bedrooms:
2
Bathrooms:
2
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 $503 per night (USD)
Expedia
From $1859 per night (USD)
VRBO
Heated Pool & Spa, Rooftop Deck for sunsets, Luxury Home for all ages!
Bedrooms:
9
Bathrooms:
10
Sleeps:
24
Point Break by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Siesta Key Luxury Rental Properties - Th ...
From $1859 per night (USD)
VRBO
From $548 per night (USD)
Expedia
Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Charming Private Beach in one of the last remaining “Old Florida” regions of the Gulf Coast on North Manasota Key at th ...
From $548 per night (USD)
Expedia
From $830 per night (USD)
VRBO
Bali Hai House | Charming Siesta Key Waterfront Home with Heated Pool, Patio & Easy Beach Access!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to Bali Hai House – A Stunning Waterfront Retreat on Siesta Key Discover your own slice of paradise at Bali Hai ...
From $830 per night (USD)
VRBO
$Lido Beach Ocean View\/POOL Sarasota Beachfront OFF SEASON RATES$
From $250 per night (USD)
Expedia
Lido Beach Ocean View\/POOL Sarasota Beachfront OFF SEASON RATES
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Lido Beach Spectacular Ocean View. St. Armands Circle. Close to many shops, resTaurants and entertainment. Deluxe unit ...
From $250 per night (USD)
Expedia
From $171 per night (USD)
VRBO
14th floor condo heart of city ,overlooking bay .Available 3months or yearly !
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
It’s a beautiful 2 BR, 1 Bath corner unit with 270 degree view of the bay as well as city with one allocated parking o ...
From $171 per night (USD)
VRBO
From $570 per night (USD)
Expedia
Sun, Sand and Savings Sarasota Deals Up to 15% Off
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $570 per night (USD)
Expedia
From $164 per night (USD)
VRBO
Quaint Historic Apartment in Walkable Downtown #5
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
My historic building was built in the 1950's and has clean character and ambiance. Walking distance to Whole Foods/Publi ...
From $164 per night (USD)
VRBO
From $239 per night (USD)
Expedia
Studio Apartment, Safe & Walkable area, Pet Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Super cute, secure and private in downtown Sarasota. Queen sized bed and sofa with private bathroom/shower. Located abov ...
From $239 per night (USD)
Expedia
$\The Sandpiper\ Near Pinecraft, Enclosed Heated Salt Pool and Spa, <8 people$
From $464 per night (USD)
VRBO
\"The Sandpiper\" Near Pinecraft, Enclosed Heated Salt Pool and Spa, <8 people
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This home comes as a deluxe package with a heated pool for the kids to play in and a heated, jetted spa for the adults t ...
From $464 per night (USD)
VRBO
From $261 per night (USD)
Expedia
Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our cute, spacious, sun filled and newly renovated Beach Villa. A Happy place for sandy feet, friends, and fa ...
From $261 per night (USD)
Expedia
$\Discover Your Coastal Oasis in Longboat Key, FL\ and St. Armands Area$
From $320 per night (USD)
VRBO
\"Discover Your Coastal Oasis in Longboat Key, FL\" and St. Armands Area
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stunning one bedroom one bath unit with just a short walk to Longboat Key Beach(Across the Street). Come enjoy beautiful ...
From $320 per night (USD)
VRBO
From $137 per night (USD)
Expedia
Waterfront Villa Manatee on Warm Mineral Springs *Pool *Deck
Bedrooms:
3
Bathrooms:
2
Sleeps:
3
Very private, peaceful and quiet natural setting. Relax while listening to singing birds or watch the wild-life includin ...
From $137 per night (USD)
Expedia
$2 Bed w\/ Private Pool on Canal\/Cul-de-sac, minutes from the Beach, Dog friendly$
From $159 per night (USD)
VRBO
2 Bed w\/ Private Pool on Canal\/Cul-de-sac, minutes from the Beach, Dog friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This home is bright, open, airy, and clean - the perfect place to relax and unwind. The location is just 2.5 miles from ...
From $159 per night (USD)
VRBO
From $1662 per night (USD)
Expedia
Isla Amor | Escape to a Luxury Waterfront Home with Heated Pool & Stunning Views in Siesta Key
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
Welcome to Isla Amor—a hidden tropical paradise nestled in the prestigious Palm Island neighborhood of Siesta Key. This ...
From $1662 per night (USD)
Expedia
$Salty Breeze Home w\/ Guest Suite, Heated Enclosed Salt Pool\/Spa$
From $446 per night (USD)
VRBO
Salty Breeze Home w\/ Guest Suite, Heated Enclosed Salt Pool\/Spa
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
This home is a spacious 4 bedroom/3 bath haven. It is complete with an enclosed, heated pool for the kids to play in an ...
From $446 per night (USD)
VRBO
$Perfect Local In Village,1 1\/2 Block From #1 Beach In USA, Pool, Wifi, Sun & Fun$
From $321 per night (USD)
Expedia
Perfect Local In Village,1 1\/2 Block From #1 Beach In USA, Pool, Wifi, Sun & Fun
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Happy Clam has just undergone a significant makeover and upgrade. It is better than ever! Absolutely, amazing condo i ...
From $321 per night (USD)
Expedia
$Upscale Venice Villa w\/ Lanai on Golf Course$
Click For Pricing
VRBO
Upscale Venice Villa w\/ Lanai on Golf Course
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Calling all snowbirds and golf enthusiasts! If you’re looking to escape cold winters, the perfect getaway awaits at this ...
Click For Pricing
VRBO
From $170 per night (USD)
Expedia
Siesta Key 2 Bedroom Condo
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Perfect little condo on siesta key, home of the #1 rated beach in the USA. Just minutes from the beaches and great rest ...
From $170 per night (USD)
Expedia
$3-bedroom vacation cottage, 2 min drive to Nokomis Beach\/ Gulf of Mexico beaches$
From $141 per night (USD)
VRBO
3-bedroom vacation cottage, 2 min drive to Nokomis Beach\/ Gulf of Mexico beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Our remodeled and chic beach cottage is close to Casey Key Public Beach (3/4 of a mile), 9 minutes from Venice Beach. O ...
From $141 per night (USD)
VRBO
$🏝Tropical, Private, Gated Home w\/ pool Short Walk to St Armands & Lido & LBK🏖$
From $633 per night (USD)
Expedia
🏝Tropical, Private, Gated Home w\/ pool Short Walk to St Armands & Lido & LBK🏖
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Lido Key is located off the coast of downtown Sarasota and directly across the cascading Ringling Causeway. Sarasota's n ...
From $633 per night (USD)
Expedia
From $275 per night (USD)
VRBO
Completely remodeled Siesta Key 2 bedroom 1 bath Condo
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This 2 Bedroom, One Bath Condo is just steps to the white, powered sugar sand of Siesta Key. We have easy access to Sies ...
From $275 per night (USD)
VRBO
From $846 per night (USD)
Expedia
Gertrude's Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Casa Tranquilla Spacious luxury home, 100% private, just 100ft from best views on Siesta Key. Impeccable 2025 remodel a ...
From $846 per night (USD)
Expedia
From $274 per night (USD)
VRBO
Siesta Key # Beach Oasis with special summer rates!!!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Now with private Wifi. This One Bedroom, One Bath condo is just steps to the white, powdered-sugar sand of Siesta Key. H ...
From $274 per night (USD)
VRBO
From $131 per night (USD)
Expedia
Lido Beach Corner of Beach and St. Armand Circle B
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Perfect Beach Location. Right across from Lido Beach and immediatly next to St. Armands Circle. Walk to the many resta ...
From $131 per night (USD)
Expedia
From $368 per night (USD)
VRBO
Top Rated Villa For Rent! Short Walk To Beach. Swimming Pool. Family-Friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Vacation rental home in Englewood / South Venice, Florida. The house is literally a short walk from the beach. It was co ...
From $368 per night (USD)
VRBO
From $348 per night (USD)
Expedia
Sun, Sand and Savings Sarasota Deals Up to 15% Off
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $348 per night (USD)
Expedia
From $267 per night (USD)
VRBO
Lido Beach and St. Armand's Circle at your Footsteps.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sarasota Certificate of Registration # VR22-00027 Minimum 7 night stay Beautiful, roomy, sunny 2BR, 2 BA old style Flori ...
From $267 per night (USD)
VRBO
From $286 per night (USD)
Expedia
Newly renovated only minutes away from the beach!!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This beautiful and completely remodeled cottage retreat has all the comfort you will need for your next vacation! Fully ...
From $286 per night (USD)
Expedia
From $157 per night (USD)
VRBO
Getaway on Lido Key across from the beach! Save now with our off-season rates!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
An Ascendia Group Property! Escape the world for a week and stay in the most perfect beach getaway on Lido Key, FL! This ...
From $157 per night (USD)
VRBO
$Lido Beach Gulf View Condo w\/ pool. Right across from beach! !\nOFF SEASON RATES$
From $194 per night (USD)
Expedia
Lido Beach Gulf View Condo w\/ pool. Right across from beach! !\nOFF SEASON RATES
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Panoramic ocean View . 1bd, 1bth located immediately across for the beach. Right in the middle of Lido Beach. Close t ...
From $194 per night (USD)
Expedia
$Casa Leone | Pet Friendly 🐶 on Siesta Key w\/ Private Heated Pool, Golf Cart, & Putting Green!$
From $932 per night (USD)
VRBO
Casa Leone | Pet Friendly 🐶 on Siesta Key w\/ Private Heated Pool, Golf Cart, & Putting Green!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Unparalleled Luxury at Casa Leone, Siesta Key's Hidden Gem Welcome to Casa Leone, your ultimate luxury getaway on Siesta ...
From $932 per night (USD)
VRBO
From $141 per night (USD)
Expedia
Newly Decorated with Pool Views! Convenient Access-no stairs!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Lots of room for you and your guests. New carpeting in the bedrooms, fresh paint, plantation shutters, beautiful tile fl ...
From $141 per night (USD)
Expedia
$3 bedroom\/2 bath in a quiet neighborhood. Large backyard with privacy fence.$
From $520 per night (USD)
VRBO
3 bedroom\/2 bath in a quiet neighborhood. Large backyard with privacy fence.
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
3 bedrooms, 2 bathrooms, possible forth bed. Closed lanai, fenced backyard, pet's welcome. 1 car garage, laundry room, B ...
From $520 per night (USD)
VRBO
From $259 per night (USD)
Expedia
Downtown,Italian Villa For Two,Resort Style.5 minutes to Siesta-Lido.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Please Read the entire descriptions and additional information about our propriety. A spacious space to relax for two. ...
From $259 per night (USD)
Expedia
From $237 per night (USD)
VRBO
Water Front on Turtle Lagoon. Minutes from Turtle Beach & Siesta Key Beach
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
*** UPDATE January 2025 - We recently did a major update to our property. We addressed all issues from our previous gu ...
From $237 per night (USD)
VRBO
$Steps to Siesta Key Beach \/ Charming 2-Bedr + den apartment with Patio & Pool$
From $690 per night (USD)
Expedia
Steps to Siesta Key Beach \/ Charming 2-Bedr + den apartment with Patio & Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Just Steps from Siesta Key Beach – Charming 2-Bedroom Apartment with Patios & Pool Only 60 steps from the stunning Sies ...
From $690 per night (USD)
Expedia
From $447 per night (USD)
VRBO
Siesta Key Red Door House 3 Miles from the Beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
This is a cozy four bedroom house. The smaller 4th bedroom can be used as an office. We offer free WiFi, free guest park ...
From $447 per night (USD)
VRBO
$Close to Siesta Key Sarasota Beautiful Contemporary 3bd\/2bth Fenced House!$
From $161 per night (USD)
Expedia
Close to Siesta Key Sarasota Beautiful Contemporary 3bd\/2bth Fenced House!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Take our short 15 minute drive to the powdery white sands of Siesta Key Beach. The back area is surrounded by a very pri ...
From $161 per night (USD)
Expedia
Click For Pricing
VRBO
Siesta Key Bungalows: Coquina Bungalows
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This beautiful courtyard bungalow has a queen bed, sleeper sofa & full kitchen with cable TV. This property is close t ...
Click For Pricing
VRBO
From $451 per night (USD)
Expedia
Island House Beach Resort 18S
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
HURRICANE UPDATE: PLEASE BE PATIENT AS WE CONTINUE TO SERVICE ALL UNITS, REPAIR OUR AMENITIES, AND RESTORE OUR BEAUTIFUL ...
From $451 per night (USD)
Expedia
From $277 per night (USD)
VRBO
Cozy cottage on Casey Key
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beautifully decorated 1 bedroom 1 bath bay side condo with private beach access. Full kitchen and dining bar with barsto ...
From $277 per night (USD)
VRBO
From $340 per night (USD)
Expedia
The Beach Club at Siesta Key #106A Resort by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $340 per night (USD)
Expedia
From $302 per night (USD)
VRBO
The Beach Club at Siesta Key #104A Resort by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $302 per night (USD)
VRBO
From $305 per night (USD)
Expedia
The Beach Club at Siesta Key #101E Resort by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $305 per night (USD)
Expedia
Click For Pricing
VRBO
Beachfront Resort Style Living - Siesta Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**NEWLY REMODELED KITCHEN -- UPDATED FLOORS AND BATHROOMS** Come enjoy luxurious resort style living in this beautiful t ...
Click For Pricing
VRBO
From $122 per night (USD)
Expedia
Newly renovated cozy and modern 2 bed. appartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Enjoy beautiful Sarasota while staying in our cozy, fully renovated 2 bedroom apartment in duplex home . Close to many a ...
From $122 per night (USD)
Expedia
From $541 per night (USD)
VRBO
Bright & Modern ~ Heated Pool ~ Gated Beach ~ Pkg!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Experience the modern design and relaxing comfort of this newly renovated 2BR 2Bath quadplex unit, just a few mins from ...
From $541 per night (USD)
VRBO
From $324 per night (USD)
Expedia
The Beach Club at Siesta Key #200C Resort by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $324 per night (USD)
Expedia
From $390 per night (USD)
VRBO
Steps to Siesta Key beach, restaurants and shops!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Overlooking the large, heated pool and just a few steps to the famous white sands of Siesta Key Beach, Unit 410 is an is ...
From $390 per night (USD)
VRBO
$Newly Renovated Large 4BR w\/ Pool - Walk to Gated beach$
From $803 per night (USD)
Expedia
Newly Renovated Large 4BR w\/ Pool - Walk to Gated beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Newly renovated gated beach access apartment with a pool. This is a four bedroom and two bath apartment that makes up on ...
From $803 per night (USD)
Expedia
From $391 per night (USD)
VRBO
On Siesta Key Beach - no streets to cross! Large, heated pool.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
You don’t have to cross any streets to get to Siesta Key Beach from this beautiful two-bedroom, two-bath condo! This new ...
From $391 per night (USD)
VRBO
From $545 per night (USD)
Expedia
Beachfront Luxury Condo. Best View on Siesta Key Beach - no streets to cross!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Make your next vacation one to remember forever by booking a stay in the Sea Shell Penthouse Condo. This beachfront cond ...
From $545 per night (USD)
Expedia
From $268 per night (USD)
VRBO
Island Paradise: House on Longboat Key by RVA
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
RVA features a relaxing, serene home beautifully furnished and ready for you to enjoy Longboat Key's sunshine. This home ...
From $268 per night (USD)
VRBO
From $371 per night (USD)
Expedia
The Beach Club at Siesta Key #204B Resort by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $371 per night (USD)
Expedia
From $513 per night (USD)
VRBO
St. Armands oasis with saltwater pool - walk to beach & shops
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Anything Is Possible Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $513 per night (USD)
VRBO
From $499 per night (USD)
Expedia
Luxe home with pool & alfresco living - amazing walkable location
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Organic Fun Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $499 per night (USD)
Expedia
From $724 per night (USD)
VRBO
Huge Home with Pool, Home Office, & Sunroom | Walk to Lido Beach
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
You Only Live Once Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $724 per night (USD)
VRBO
From $793 per night (USD)
Expedia
Slice of Beach Paradise | Private Wraparound Balcony with Amazing Gulf Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beach Road Condo Unit 2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $793 per night (USD)
Expedia
From $329 per night (USD)
VRBO
Palm Bay Club Unit 311 with pools & hot tub - walk 1,500 feet to beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Palm Bay Club Unit 311 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $329 per night (USD)
VRBO
$First Lido - 3rd floor unit\nNOTE: DUE TO HURRICANES, ELEVATOR IS UNDER REPAIRS$
From $407 per night (USD)
Expedia
First Lido - 3rd floor unit\nNOTE: DUE TO HURRICANES, ELEVATOR IS UNDER REPAIRS
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Beach front - Full view of the Gulf of Mexico. Fully furnished and equiped. Includes Long Distance phone service within ...
From $407 per night (USD)
Expedia
From $498 per night (USD)
VRBO
Fresh. Heated Pool.Minutes to Siesta Beach.Office
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Spice Your Life With Color, Beauty & Style! Welcome to “Coral Latitude “ the oasis of comfort and style with to ...
From $498 per night (USD)
VRBO
From $659 per night (USD)
Expedia
Coral Breeze | Luxury Home, Heated Pool & Spa, Minutes to Village and Siesta Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Escape to Coral Breeze: A Tropical Retreat on Siesta Key Welcome to Coral Breeze, a charming and pet-friendly vacation ...
From $659 per night (USD)
Expedia
From $463 per night (USD)
VRBO
The Beach Club at Siesta Key #102A Resort by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $463 per night (USD)
VRBO
From $349 per night (USD)
Expedia
The Beach Club at Siesta Key #106B Resort by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $349 per night (USD)
Expedia
From $296 per night (USD)
VRBO
Beautiful newly decorated and furnished private home. Fits any personality!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Spacious home. Large open concept with lots of sunlight. Split home so master bedroom on other side with private bath. W ...
From $296 per night (USD)
VRBO
$Updated Spacious. Sleeps 10. 5 Min to Manasota Beach. Loaded w\/amenities.$
From $191 per night (USD)
Expedia
Updated Spacious. Sleeps 10. 5 Min to Manasota Beach. Loaded w\/amenities.
Bedrooms:
4
Bathrooms:
3
Sleeps:
12
Thank you for taking a moment to view one of out vacation home brough to you by Sandy Flamingo Vacations. This home is ...
From $191 per night (USD)
Expedia
Click For Pricing
VRBO
Cute Property in Sarasota Fl close to beach, amenities like pools
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This is a great 1 bedroom 1 Bathroom Place. all furnished with all the comforts of home.It does sleep 4 the main Bedroom ...
Click For Pricing
VRBO
From $1421 per night (USD)
Expedia
Gertrude's Siesta | 4-min Walk to Beach & Village, Tropical & 100% Private!
Bedrooms:
4
Bathrooms:
7
Sleeps:
22
Casa Van Lopik 100% Private 6BR duplex in the Siesta Key Village, 4-min walk to best beaches shopping dining and enterta ...
From $1421 per night (USD)
Expedia
From $1039 per night (USD)
VRBO
Gertrudes Siesta Village Properties - short walk to Siesta's best beaches!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Gertrude's Village Properties Two properties in the top location on the island with 4 patios and private gate into world ...
From $1039 per night (USD)
VRBO
From $424 per night (USD)
Expedia
Stunning Gulf Views From Horizons West #704, a 2B, 2B on Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Located in the centre of the high rise on the 7th floor, the views from the lanai are directly to the garden, pool, the ...
From $424 per night (USD)
Expedia
From $321 per night (USD)
VRBO
The Beach Club at Siesta Key #108D Resort by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $321 per night (USD)
VRBO
From $226 per night (USD)
Expedia
Amazing Villa with Extra Large Heated Pool ! 50% off Regular Rates!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
If you are looking for a luxurious and serene holiday in the sun, then look no further. Our spacious and beautiful Flor ...
From $226 per night (USD)
Expedia
From $145 per night (USD)
VRBO
Sleeping Studio, Secure & Cute Downtown between Siesta & Lido Beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is a small room with cuteness and amenities, poster bed with space to store underneath, coffee maker/small refriger ...
From $145 per night (USD)
VRBO
From $387 per night (USD)
Expedia
The Casa Coco | Garden : Modern and relaxing home with heated pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
If you see a gap in our calendar you are interested in send us an inquiry. If your dates are not available Check our ot ...
From $387 per night (USD)
Expedia
From $280 per night (USD)
VRBO
Sunny Cottage🌴half mile to Downtown-near famous beaches
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Relaxing and charming 3 bedrooms cottage half mile to Main steet, Downtown, parks, restaurants, art galleries,boutiques ...
From $280 per night (USD)
VRBO
From $501 per night (USD)
Expedia
The Beach Club at Siesta Key #104D Resort by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $501 per night (USD)
Expedia
From $4052 per night (USD)
VRBO
Rare private beachfront estate on Gulf of Mexico.
Bedrooms:
6
Bathrooms:
5
Sleeps:
8
Wake up in the morning and go for a walk along the beautiful sandy beach. The beach is incredible. Very rare and private ...
From $4052 per night (USD)
VRBO
$Harbor Towers Gulf Facing 1\/1 Fully Upgraded Condo!$
From $230 per night (USD)
Expedia
Harbor Towers Gulf Facing 1\/1 Fully Upgraded Condo!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Stunning Siesta Key sunsets from this freshly upgraded 1/1 condo! This condo is located at Harbor Towers Yacht & Racque ...
From $230 per night (USD)
Expedia
From $213 per night (USD)
VRBO
Beachplace 7-404 Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
RVA presents a delightful two-bedroom, two-bathroom unit at Beachplace, featuring a king-sized master bedroom and two tw ...
From $213 per night (USD)
VRBO
Click For Pricing
Expedia
Gulf front, 3rd floor, 2 bdr - A306, gorgeous view!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Fisherman’s Cove beachfront condo is a unique setting, sitting at the southern and most private end of Siesta Key. W ...
Click For Pricing
Expedia
From $260 per night (USD)
VRBO
Adorable Beach Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This beautiful Venice Island Home is less that 1 mile to Venice Beach. Just think you can have the beach life this wint ...
From $260 per night (USD)
VRBO
$At Sun Sea Terrace | Luxury Siesta Key Condo w\/ Heated Pool, Short Walk to Beach and Village!$
From $641 per night (USD)
Expedia
At Sun Sea Terrace | Luxury Siesta Key Condo w\/ Heated Pool, Short Walk to Beach and Village!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Sun Sea Terrace, your private oasis in the heart of Siesta Key. This stunning 4-bedroom, 3.5-bathroom penthou ...
From $641 per night (USD)
Expedia
$Hidden Treasure | Located on Siesta Key w\/ Private Heated Pool\/Hot Tub & Spacious Outdoor Area$
From $788 per night (USD)
VRBO
Hidden Treasure | Located on Siesta Key w\/ Private Heated Pool\/Hot Tub & Spacious Outdoor Area
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Escape to Siesta Key's Hidden Treasure – A Peaceful, Private Island Retreat Welcome to Siesta Key's Hidden Treasure, a ...
From $788 per night (USD)
VRBO
From $384 per night (USD)
Expedia
Location! Location! Location! Steps to Siesta Key Beach and many shops!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Bright and inviting, this 2 bedroom, 2 bath condo has to be experienced to be believed! Located just steps from the famo ...
From $384 per night (USD)
Expedia

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