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From $634 per night (USD)
VRBO
Lido Sands - 213 “Lido Key”
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
KEEP READING BELOW! THIS IS NOT JUST A BASIC DESCRIPTION OF THE HOME AND CONTAINS VERY USEFUL INFORMATION THAT YOU WON’T ...
From $634 per night (USD)
VRBO
From $243 per night (USD)
Expedia
Spectacular Beach View! Right on Beach! Amazing views from all rooms! Sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Great updated condo with Amazing Views of Siesta Key Beach!! This condo is on a private beach area of Siesta Key Beach!! ...
From $243 per night (USD)
Expedia
From $201 per night (USD)
VRBO
Beautiful Home with Pool - 3 miles from Siesta Key Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This beautiful Mid Century Home resides in a quiet neighborhood located only 10 minutes from the world renowned Siesta K ...
From $201 per night (USD)
VRBO
From $405 per night (USD)
Expedia
MANASOTA BEACH 1 MINUTE AWAY!
Bedrooms:
2
Bathrooms:
4
Sleeps:
20
WHY GUESTS ABSOLUTELY LOVE THIS PROPERTY? YOUR ULTIMATE BEACH ESCAPE IS EXACTLY 60 SECONDS AWAY! WALK OUT YOUR FRONT DO ...
From $405 per night (USD)
Expedia
From $520 per night (USD)
VRBO
Horizons West Unit #608 3 bedroom, 2 bath with a Spectacular Gulf View!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Unit 608 is a large 3 bedroom 2 bath high-rise unit in Horizons West, Siesta Key, Florida. The unit has recently underg ...
From $520 per night (USD)
VRBO
From $488 per night (USD)
VRBO
4 bedroom 4 bathroom waterfront home on luxurious Bird Key, Sarasota
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
This beautiful home has 4 bedrooms with en suite bathrooms perfectly set up for a family. Large living room dining room ...
From $488 per night (USD)
VRBO
From $294 per night (USD)
VRBO
Beachfront 3/2 Penthouse Lido Key Beautiful Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
**The pool and gym are currently open for your enjoyment! Please note that the social room is unavailable at this time d ...
From $294 per night (USD)
VRBO
From $276 per night (USD)
Expedia
Your Dream Pool Home in Sarasota - #1 Siesta Key Beach a short drive
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Escape to our enchanting pool home nestled in the heart of Sarasota, just minutes away from the world-renowned Siesta Ke ...
From $276 per night (USD)
Expedia
From $321 per night (USD)
VRBO
Family-Friendly Retreat: 2 Primary Bedrooms each with Ensuites
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Escape to the heart of Sarasota and experience the ultimate vacation in our wonderful pool home, just minutes away from ...
From $321 per night (USD)
VRBO
From $174 per night (USD)
Expedia
LAST MINUTE MARCH AVAILABLE! House in gated community Stoneybrook /near beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Due to last minute cancellation whole March and April are available again. The price has significantly reduced! Quiet a ...
From $174 per night (USD)
Expedia
From $268 per night (USD)
VRBO
Spacious Beach Inspired Villa in Grand Paradiso!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Newer (2020) beach themed villa in Gran Paradiso gated community. This almost new 2 bedroom (+ den) villa is a perfect g ...
From $268 per night (USD)
VRBO
From $492 per night (USD)
Expedia
Beachcomber unit 302
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This beautiful third floor corner condo has a direct beach front view from the living area and master bedroom. The 34 fo ...
From $492 per night (USD)
Expedia
From $323 per night (USD)
VRBO
Beachcomber unit 605
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Welcome to your paradise away from home ...
From $323 per night (USD)
VRBO
From $485 per night (USD)
Expedia
Beachcomber unit 604
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2 bedroom; 2 bath sixth floor condo overlooking the Gulf of Mexico Sleeping accommodations: New king-sized ...
From $485 per night (USD)
Expedia
From $644 per night (USD)
VRBO
Siesta Key Beachfront Condo with Gulf Views, Private Beach Access & Heated Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Step off your screened lanai and the Gulf is right there. Walk down to your private stretch of Crescent Beach, spend the ...
From $644 per night (USD)
VRBO
From $493 per night (USD)
Expedia
Beachcomber unit 502
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beach front units are available to reserve online up to ten (10) months in advance, however you may call or contact us d ...
From $493 per night (USD)
Expedia
From $349 per night (USD)
VRBO
Beachcomber unit 207
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach and this unit has a partial beach view. The Beachcomber has a relaxed, ...
From $349 per night (USD)
VRBO
From $262 per night (USD)
Expedia
Heated 3BR Pool Home Glen Oaks-Close to Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Family-friendly pool home near Bobby Jones Golf Club, perfectly located in the heart of Sarasota. You’re less than 10 mi ...
From $262 per night (USD)
Expedia
From $409 per night (USD)
VRBO
Wonderful Beach Escape W/Private Salt Water Heated Pool.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Single Family Home in Gulf Gate Estates near #1 Siesta Key Beaches. 2 bedrooms 2 bathrooms with heated Saltwater pool. ...
From $409 per night (USD)
VRBO
From $173 per night (USD)
Expedia
Casa Stellata near Downtown Sarasota & Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Step into the comfort of this stylish 3BR 2.5Bath gem nestled in a friendly neighborhood, perfect for escaping ...
From $173 per night (USD)
Expedia
From $113 per night (USD)
VRBO
#2 Studio near mineral springs.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This studio has everything you will need. Comfortable king size bed, also a sleeper sofa, bathroom with walk in shower ...
From $113 per night (USD)
VRBO
From $481 per night (USD)
Expedia
Crystal Sands Tower Unit 509 - Beachfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Crystal Sands Condominiums! We would love to have you stay with us in one of our luxury 2-bedroom 2-bath full ...
From $481 per night (USD)
Expedia
From $195 per night (USD)
VRBO
Siesta Key luxury condo at Turtle Beach -30 night minimum January through March
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful and spacious (over 1,300 square feet), 2 bedroom, 2 bath, renovated kitchen has beautiful quartz countertops, ...
From $195 per night (USD)
VRBO
From $496 per night (USD)
Expedia
Beachcomber unit 602
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
2 bedroom; 2 bath sixth floor condo overlooking the Gulf of Mexico. Allows 2 people for a one week rental, 4 people for ...
From $496 per night (USD)
Expedia
From $485 per night (USD)
VRBO
Beachcomber unit 404
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beach front units are available to reserve online up to ten (10) months in advance, however you may call or contact us d ...
From $485 per night (USD)
VRBO
From $491 per night (USD)
Expedia
Beachcomber unit 402
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beach front units are available to reserve online up to ten (10) months in advance, however you may call or contact us d ...
From $491 per night (USD)
Expedia
From $503 per night (USD)
VRBO
Beachcomber unit 603
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our building is located on the beach, this unit has an ISLAND view. Completely renovated 3 bedroom, 2 bath. Come visit L ...
From $503 per night (USD)
VRBO
From $145 per night (USD)
Expedia
The Sapphire Suite 1Bed/1Bath
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
VR24-00255 Beautifully elegant suite with a relaxing touch. A pleasant mix of Hispanic and Modern decor in a newly renov ...
From $145 per night (USD)
Expedia
From $229 per night (USD)
VRBO
A Tropical 2 Bedroom/2 Bath House w/ Pool and Dock
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Relax in private secluded luxury. Lush, ornamental plantings surround the beautiful backyard and pool deck. Spacious ...
From $229 per night (USD)
VRBO
From $294 per night (USD)
Expedia
Walk to Restaurants: Sarasota Home w/ Lanai!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
3 Mi to Botanical Gardens | Fenced Backyard Escape to 'The Melrose Sarasota,' a stylish 4-bedroom, 3-bath vacation rent ...
From $294 per night (USD)
Expedia
From $731 per night (USD)
VRBO
Newly remodeled close to downtown and beaches 3/2 heated pool and screened lanai
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Great location! In the desirable Southgate neighborhood on a quiet street close to everything Sarasota has to offer! Com ...
From $731 per night (USD)
VRBO
From $221 per night (USD)
Expedia
Cozy house near Siesta Key Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our newly furnished home. When you walk up to it, it looks like a cozy cottage too. The inside is fresh new a ...
From $221 per night (USD)
Expedia
From $595 per night (USD)
VRBO
Private Heated Pool, walk to St Armand's! Perfect for families!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Blue Palm by Lido Key Vacations Minimum stay duration of 7 days/nights #VR22-00132 Blue Palm by Lido Key Vacations ...
From $595 per night (USD)
VRBO
From $1026 per night (USD)
Expedia
Siesta Key Waterfront Estate heated Pool Privacy! 5 rooms
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
This wooded property is unreal and our 5 star ratings agree! 1 acre on the water for your entire family or group to rela ...
From $1026 per night (USD)
Expedia
From $479 per night (USD)
VRBO
Charming 1940s Bungalow – 6 Mins to Beach + Private Pool Oasis!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Siesta Sunset Bungalows – Private Beachside Oasis with Heated Pool & Gazebo Welcome to Siesta Sunset Bungalows, your sec ...
From $479 per night (USD)
VRBO
From $260 per night (USD)
Expedia
Siesta Beach Condo Rental with direct beach and pool access
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Looking for quick easy access to the #1 beach in America? You've found the place! Enjoy the excellent location of the Si ...
From $260 per night (USD)
Expedia
From $634 per night (USD)
VRBO
Island House Beach Resort 6S
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This beautifully appointed 2-bedroom, 2-bathroom condo features a spacious primary ensuite with a king-size bed, along w ...
From $634 per night (USD)
VRBO
From $456 per night (USD)
Expedia
Beach Days, Home Nights 2BR w/ Kitchen-Beach Club at Siesta Key #103E 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 $456 per night (USD)
Expedia
From $361 per night (USD)
VRBO
Relax & Unwind – 1BR Beach Club Siesta Key 110D RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $361 per night (USD)
VRBO
From $169 per night (USD)
Expedia
Sarasota Home in the Gulf gate neighborhood 5 minutes from the beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Great little beach house within walking distance to shopping and 5 minutes from Siesta Key Beach. Quiet neighborhood, gr ...
From $169 per night (USD)
Expedia
From $361 per night (USD)
VRBO
Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Unit 102B at The Beach Club at Siesta Key | 1-Bedroom Luxury Vacation Rental Near Siesta Key Beach Welcome to Unit 102B ...
From $361 per night (USD)
VRBO
Click For Pricing
Expedia
Siesta Key Getaway – Pet Friendly & Steps to Beach: Siesta Bungalow by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy your Florida getaway in this lovely vacation home, just one block from both the world-famous Siesta Key Village an ...
Click For Pricing
Expedia
From $317 per night (USD)
VRBO
Condo w/ Pool Access < 4 Miles to Siesta Key Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Explore the charm of sunny Sarasota with a getaway to this coastal condo! Boasting 2 bedrooms, 1.5 baths, and a private ...
From $317 per night (USD)
VRBO
From $995 per night (USD)
Expedia
Luxury Pool and Rooftop Deck, Walk to Siesta Key Beach and Village! - Casa Siest
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Casa Siesta by Siesta Key Luxury Rental Properties is a beautifully designed three-bedroom, three-bathroom private pool ...
From $995 per night (USD)
Expedia
From $177 per night (USD)
VRBO
Indulge at Harbor Towers, Easy Beach Access & Intracoastal Views at 50% Less than Beachfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Harbor Towers 3rd Fl 2 Bedroom Bay View! This beautiful 3rd-floor, 2-bedroom, 2-bath condo at Harbor Tow ...
From $177 per night (USD)
VRBO
$Experience \Old Florida\ at the Coral Cottage$
From $385 per night (USD)
Expedia
Experience \"Old Florida\" at the Coral Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
BRAND NEW REMODEL AND BETTER THAN EVER! Designer furnished, cozy, stylish Vintage Florida home on Phillippi Creek. Fishi ...
From $385 per night (USD)
Expedia
From $250 per night (USD)
VRBO
The Perfect Shiny Condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Explore Sarasota, where the sunset on the most beautiful beach in the world always arrives on time and it's only 6 minut ...
From $250 per night (USD)
VRBO
From $449 per night (USD)
Expedia
Beachfront Ground Level Suite - Everything is Modern & New
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The condo has just been completely redone from the studs, and turned out absolutely amazing!! (will have more new phones ...
From $449 per night (USD)
Expedia
From $307 per night (USD)
VRBO
Beautiful and elegant villa in the Gated Community of Gran Paradiso
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful recently built villa in Gran Paradiso, Venice Fl, in a gated community with 24 hour security. Villa sleeps 6 ...
From $307 per night (USD)
VRBO
From $192 per night (USD)
Expedia
Beautiful 1800 square foot Mid Century Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
My 1967 vintage Mid Century home is a one level gem set at the end of a cup-de-sac and quiet city easement. If you want ...
From $192 per night (USD)
Expedia
From $354 per night (USD)
VRBO
Beach & Pool Open! Direct Beachfront Condo! Sunsets!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Amazing direct Gulf view from this 4th floor front corner condo. Crescent Arms is a quiet, beach front, high r ...
From $354 per night (USD)
VRBO
From $139 per night (USD)
Expedia
Heritage Oaks 2 Bedroom with Golf Course and Water Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Heritage Oaks, a private gated golf & tennis country club community in Sarasota, Florida. Our Condo is located on the si ...
From $139 per night (USD)
Expedia
From $586 per night (USD)
VRBO
Beautiful, Spectacular view of the Ocean, new furniture, oversized deck/balcony
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Check out my other amazing VRBO property reviews: Vrbo.com/4802815 ! Location, location, location! This beautiful apar ...
From $586 per night (USD)
VRBO
From $369 per night (USD)
Expedia
Cozy & Relaxing Home next to Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
You'll have a great time at this cozy, peaceful house next to Siesta Key. Have fun with the whole family at this stylish ...
From $369 per night (USD)
Expedia
From $263 per night (USD)
VRBO
Private home- large lanai & heated pool. 7 mins to Manasota Key beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
9
Recently renovated 3 bedroom home. Private master bedroom w/ attached master bath. 2 additional bedrooms are on the othe ...
From $263 per night (USD)
VRBO
From $426 per night (USD)
Expedia
Island Time: Open Sept 13th - 16th!
Bedrooms:
1
Bathrooms:
0
Sleeps:
4
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in e ...
From $426 per night (USD)
Expedia
From $262 per night (USD)
VRBO
Old Floridian cottage in Historic Gulf Village
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cozy and clean, close to the Gulf! One block to center of Olde Historic Dearborn St. & Englewood Framers market. Walking ...
From $262 per night (USD)
VRBO
From $379 per night (USD)
Expedia
The Cottage Next Door Best Downtown location in Sarasota
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Recently restored 1925 cottage nestled in the heart of Sarasota's newest and most desirable downtown neighborhood and ju ...
From $379 per night (USD)
Expedia
From $219 per night (USD)
VRBO
Beautifully decorated, well-furnished Private Pool House-walk to great beach! On desirable Venice Island!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Location, location, location! Tastefully decorated 3 bedrooms, 2 modern bathrooms, attractive family room & open concep ...
From $219 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Near Siesta Key Beach, Renovated Updated Condo, Pools | Tennis | Gym
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Harbor Towers Yacht & Racquet Club 2nd FL Renovated Unit! Experience the best of Siesta Key from this be ...
From $189 per night (USD)
Expedia
From $1323 per night (USD)
VRBO
Beach Views - Family-Friendly, Steps to Lido Beach!
Bedrooms:
7
Bathrooms:
7
Sleeps:
12
Beach Views by Lido Key Vacations #VR22-00034 Minimum Stay Duration 7 days/nights Welcome to Beach Views, an ...
From $1323 per night (USD)
VRBO
From $332 per night (USD)
Expedia
Amazing house, 2 blocks from the beach (#1 in USA), close to the village.
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Family house, 2 rooms, dinner room, TV room, kitchen, living room, 2 bathrooms. Our house is amazing for a perfect relax ...
From $332 per night (USD)
Expedia
From $666 per night (USD)
VRBO
Oceanfront home
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Treat your family, friends, and beloved small dogs to an unforgettable oceanfront getaway in sunny Florida! Conveniently ...
From $666 per night (USD)
VRBO
From $288 per night (USD)
Expedia
Tropical 2-Bdr Condo with Pool on Siesta Key Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Stay on the Beach! Make yourself at home in one of Siesta Keys most exclusive luxury condominium complex The Gulf and B ...
From $288 per night (USD)
Expedia
From $242 per night (USD)
VRBO
Beachside Condo in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy this ground-floor recently refurbished unit with two beautiful King bedrooms. The unit has a beachy, relaxed feel ...
From $242 per night (USD)
VRBO
Click For Pricing
Expedia
Siesta Key 5th Floor Center Front Condo on Crescent Beach 180' Panoramic Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy a spectacular, 180-degree view of the Gulf of Mexico and the world-famous Siesta Key white sand Crescent Beach. W ...
Click For Pricing
Expedia
From $313 per night (USD)
VRBO
Beach & Pool Open! Beachfront View All Rooms. Chairs, Wifi
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Our 6th floor condo has great gulf views from every room! Crescent Arms is a quiet, beach front, high rise con ...
From $313 per night (USD)
VRBO
From $289 per night (USD)
Expedia
Lanai + Community Pool Access: Sarasota Oasis!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Step-Free Access | Resort-Style Perks | No Pets Allowed Unwind and rejuvenate in this 2-bedroom, 2-bath Sarasota vacati ...
From $289 per night (USD)
Expedia
From $302 per night (USD)
VRBO
Spacious South Venice Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful! Recently updated 1700 sq’ home in quiet community of South Venice. Walking distance to Shamrock Park that con ...
From $302 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Beachcomber unit 403
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Beach front units are available to rese ...
From $320 per night (USD)
Expedia
From $323 per night (USD)
VRBO
Beachcomber unit 503
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Beach front units are available to rese ...
From $323 per night (USD)
VRBO
From $321 per night (USD)
Expedia
Beachcomber unit 405
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Beach front units are available to rese ...
From $321 per night (USD)
Expedia
From $428 per night (USD)
VRBO
Home in quiet Bird Sanctuary Neighborhood, close to Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy your stay in the comfort of our modern house in the quiet surrounding of our bird sanctuary neighborhood. Enjoy be ...
From $428 per night (USD)
VRBO
From $323 per night (USD)
Expedia
Beachcomber unit 303
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Enjoy upscale Longboat Key in the elega ...
From $323 per night (USD)
Expedia
From $496 per night (USD)
VRBO
Beachcomber unit 204
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This is a great location directly on the beach with a spectacular view of the Gulf of Mexico. This Gulf fro ...
From $496 per night (USD)
VRBO
From $491 per night (USD)
Expedia
Beachcomber unit 208
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to The Beachcomber, a Longboat Key beach resort located right on the Gulf of Mexico. Just a few steps from your ...
From $491 per night (USD)
Expedia
From $323 per night (USD)
VRBO
Beachcomber unit 305
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Pack your bags, invite your family and ...
From $323 per night (USD)
VRBO
From $553 per night (USD)
Expedia
Beach Walk Cottage | Private Pool, Ping Pong Table + Walk to Siesta Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
🌴 Beach Walk Cottage | Private Pool, Ping Pong Table + Walk to Siesta Beach 💖 Why You'll Love This Home Tucked in a q ...
From $553 per night (USD)
Expedia
From $702 per night (USD)
VRBO
Longboat Key Luxury Condo - walking to St. Armand's Circle!
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
This luxurious COVID free top floor end unit condo was newly furnished in 2022 and features an elevator. Taking in v ...
From $702 per night (USD)
VRBO
From $815 per night (USD)
Expedia
Steps from Beach. Roof Top Deck-Gulf Views. Shared Heated Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Siesta Sun by Siesta Key Luxury Rental Properties is a stunning 3 bedroom, 3. and a half bath Siesta Key luxury rental l ...
From $815 per night (USD)
Expedia
From $156 per night (USD)
VRBO
Siesta Harbor, 6 Min Walk to Beach, Pool/Hot Tub, King Ensuite Master with Water Canal Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Siesta Harbor Portofino Canal View! Beautiful property across the street from Crescent beach with canal ...
From $156 per night (USD)
VRBO
From $900 per night (USD)
Expedia
400 yards to Siesta Key Village, 800 yard To The public Beach Access 2 and 7.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
ONE OF A KIND PROPERTY four blocks from SIESTA KEY Beach so,pack up your cooler, and all your beach supplies, and take t ...
From $900 per night (USD)
Expedia
From $270 per night (USD)
VRBO
Private heated pool. Shark teeth, close to beaches, downtown, shopping, biking…
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Premier Host! Wonderful private Heated pool area. Great for families, premier location. Renovated with a new AC system, ...
From $270 per night (USD)
VRBO
From $410 per night (USD)
Expedia
Serene vacation villa just 7 minute drive from Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
2 Bedroom/2 Bath Villa with one-car garage and screened in lanai Peaceful and tastefully decorated villa in Village de ...
From $410 per night (USD)
Expedia
From $487 per night (USD)
VRBO
Location, location! Private Beach, Gulf Views from Balcony, Heated Pool, Siesta Sands with King Bed
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Siesta Sands Beach Resort 4th Floor with Elevator! This gorgeous south-end Siesta Key condo sits on the ...
From $487 per night (USD)
VRBO
From $1516 per night (USD)
Expedia
Resort Pool w/Slide - Walk to Beach & Village
Bedrooms:
6
Bathrooms:
5
Sleeps:
14
Summary: Vunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each h ...
From $1516 per night (USD)
Expedia
From $2184 per night (USD)
VRBO
Steps to Beach/Pool w/Slide and Chipping Green
Bedrooms:
8
Bathrooms:
8
Sleeps:
19
Summary: Vunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each h ...
From $2184 per night (USD)
VRBO
From $1535 per night (USD)
Expedia
Resort Pool w/Slide - Walk to Beach & Village
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Summary: Vunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each h ...
From $1535 per night (USD)
Expedia
From $1802 per night (USD)
VRBO
Pool Volleyball-Gulf Views-Steps to Beach-Rooftop
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
Summary: Vunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each h ...
From $1802 per night (USD)
VRBO
From $1789 per night (USD)
Expedia
Steps to Beach/Gulf Views/Pool Volleyball/Slide
Bedrooms:
7
Bathrooms:
6
Sleeps:
16
Summary: Vunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each h ...
From $1789 per night (USD)
Expedia
From $232 per night (USD)
VRBO
Florida home for your perfect stay away from cold
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
House is located in a good neighborhood 15 min away from Siesta Key which was voted nr.1 beach in USA for 10 years in a ...
From $232 per night (USD)
VRBO
From $496 per night (USD)
Expedia
Beachcomber unit 202
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Staying on Longboat Key means you get to experience what Heaven on Earth feels like. A place where you can walk on prist ...
From $496 per night (USD)
Expedia
From $320 per night (USD)
VRBO
Beachcomber unit 501
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Relax and Enjoy the Beach, Pool & Longb ...
From $320 per night (USD)
VRBO
From $233 per night (USD)
Expedia
Tropical, private, downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
You’ll more than enjoy your accommodations and be very glad you chose to stay here. Your apartment is well appointed, co ...
From $233 per night (USD)
Expedia
From $492 per night (USD)
VRBO
4 bed 3 bath Waterfront Home by Ralph Twitchell
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Originally designed by Ralph Twitchell, one of the founding members of the Sarasota School of Architecture, this midcent ...
From $492 per night (USD)
VRBO
From $268 per night (USD)
Expedia
Condo# 409 Steps from Siesta Key Beach Condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
** This unit offers reservations with a 4-night minimum from April/11/2026 through December/11/26 and April/10/27 throu ...
From $268 per night (USD)
Expedia
From $276 per night (USD)
VRBO
Studio Retreat Across the Street from Beautiful Siesta Key Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Just knowing you have a scenic trip to Siesta Key on the calendar is exciting. Knowing you've booked your stay in Beach ...
From $276 per night (USD)
VRBO
From $526 per night (USD)
Expedia
Luxury Home W/ Pool, Spa, and Walking Distance to Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Come enjoy the relaxed vibe of Siesta Key! The beautiful white sand beaches that make Siesta Key the #1 beach in the US ...
From $526 per night (USD)
Expedia
From $486 per night (USD)
VRBO
Fully Renovated Beachside Getaway with Heated Pool – Walk to Restaurants
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Never miss a beach-scape sunset when you are just a couple hundred meters from Americans #1 beach, Siesta Key Beach. Enj ...
From $486 per night (USD)
VRBO
From $493 per night (USD)
Expedia
Luxury Home w/ Heated Pool and Private Beach Access
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
When a beach getaway infused with luxury and style sounds like a refreshing change of pace, you'll find everything you n ...
From $493 per night (USD)
Expedia

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