Sarasota Area Rentals
- From $257 per night (USD)
VRBO
POOL\/HOT TUB GATED WELLEN PARK HOME NEAR SHOPPING AND BEACHES
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
BRAND NEW NEVER LIVED IN TREVI MODEL AT WELLEN PARK LAKESPUR. 4 BEDROOMS 3 FULL BATHS WITH A POOL AND HOT TUB. PAVER STO ...
From $257 per night (USD)VRBO
- From $87 per night (USD)
Expedia
Beautiful Friendly Community Getaway in South Florida
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Lovely Bay Indies, a vibrant 55+ mobile home community in Venice, Florida. Our community offers a host of ame ...
From $87 per night (USD)Expedia
- From $772 per night (USD)
VRBO
Siesta Key Bungalows, the Lagoon Bungalows Complex
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Steps away from a private entrance to Heron Lagoon, the Siesta Key Bungalow's Lagoon Complex features three bungalows to ...
From $772 per night (USD)VRBO
- From $312 per night (USD)
Expedia
Heron Lagoon, dock, pool, the Dolphin at Siesta Key Bungalows
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Siesta Key Bungalows offer a heated pool, courtyard & a dock on Heron Lagoon. A resort with something for everyone. ...
From $312 per night (USD)Expedia
- From $303 per night (USD)
VRBO
Heron Lagoon, dock, pool, the Hibiscus at Siesta Key Bungalows
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Siesta Key Bungalows offer a heated pool, courtyard & a dock on Heron Lagoon. A resort with something for everyone. ...
From $303 per night (USD)VRBO
- From $319 per night (USD)
Expedia
Heron Lagoon, dock, pool, the Catamaran at Siesta Key Bungalows
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Siesta Key Bungalows offer a heated pool, courtyard and a dock on Heron Lagoon. This is a resort that has something ...
From $319 per night (USD)Expedia
- From $285 per night (USD)
VRBO
Heron Lagoon, dock, pool, the Pineapple at Siesta Key Bungalows
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Siesta Key Bungalows offer a heated pool, courtyard and a dock on Heron Lagoon. This is a resort that has something ...
From $285 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Heron Lagoon, dock, pool, the Ringling at Siesta Key Bungalows
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Siesta Key Bungalows offer a heated pool, courtyard and a dock on Heron Lagoon. This is a resort that has something ...
From $400 per night (USD)Expedia
- From $237 per night (USD)
VRBO
Wellen Park Luxury Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Your calm mind after a peaceful rest is the ultimate weapon against life's challenges. Unwind, and relax in this beautif ...
From $237 per night (USD)VRBO
- From $319 per night (USD)
Expedia
Heron Lagoon, dock, pool, the Mermaid at Siesta Key Bungalows
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Siesta Key Bungalows offer a heated pool, courtyard & a dock on Heron Lagoon. A resort with something for everyone. ...
From $319 per night (USD)Expedia
- From $333 per night (USD)
VRBO
Heron Lagoon, dock, pool, the Sunset at Siesta Key Bungalows
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Siesta Key Bungalows offer a heated pool, courtyard & a dock on Heron Lagoon. A resort with something for everyone. ...
From $333 per night (USD)VRBO
- From $409 per night (USD)
Expedia
Heron Lagoon, dock, pool, the Tortuga at Siesta Key Bungalows
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Siesta Key Bungalows offer a heated pool, courtyard & a dock on Heron Lagoon. A resort with something for everyone. ...
From $409 per night (USD)Expedia
- From $3416 per night (USD)
VRBO
Entire Resort on Heron Lagoon, the Siesta Key Bungalows
- Bedrooms:
- 10
- Bathrooms:
- 10
- Sleeps:
- 30
The Siesta Key Bungalows is an exclusive resort within the Siesta Key Dream’s portfolio of vacation rentals & features 1 ...
From $3416 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Heron Lagoon, dock, pool, the Coquina at Siesta Key Bungalows
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Siesta Key Bungalows offer a heated pool, courtyard and a dock on Heron Lagoon. This is a resort that has something ...
From $350 per night (USD)Expedia
- From $306 per night (USD)
VRBO
Heron Lagoon, dock, pool, the Coconut at Siesta Key Bungalows
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Siesta Key Bungalows offer a heated pool, courtyard and a dock on Heron Lagoon. This is a resort that has something ...
From $306 per night (USD)VRBO
- From $885 per night (USD)
Expedia
Heron Lagoon, dock, pool, the Poolside Complex at Siesta Key Bungalows
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Steps away from a heated pool on Heron Lagoon, the Poolside Bungalow Complex includes the Tortuga, Mermaid, and Sunset u ...
From $885 per night (USD)Expedia
- From $786 per night (USD)
VRBO
Siesta Key Bungalows, the 3-Bungalow Complex
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Steps away from a private-dock on Heron Lagoon, this 3-Bungalow Complex includes the Coquina, Dolphin, and Coconut units ...
From $786 per night (USD)VRBO
- From $141 per night (USD)
Expedia
Cozy cottage in Warm Mineral Springs
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Small cottage single family home located near Atlanta Braves Stadium- Cool Today Park, warm mineral springs park, Atwate ...
From $141 per night (USD)Expedia
- From $258 per night (USD)
VRBO
Walk to Downtown King bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Steps away from the best shopping and dining in Sarasota, this place puts you in the middle of it. Your stay will inclu ...
From $258 per night (USD)VRBO
- From $251 per night (USD)
Expedia
Private Beach Access, Siesta Key, Gulf and Bay Bayside 1342
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Step into luxury with this beautifully redesigned two-bedroom main level condominium at Gulf & Bay Bayside, meticulously ...
From $251 per night (USD)Expedia
- From $181 per night (USD)
VRBO
Sparkling Clean Villa at Vista Hermosa. Walk to Beach, Dining, Shopping & More 167
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Immaculate, updated villa at the popular Vista Hermosa complex. The villa is a stand-alone unit with a open floorplan fe ...
From $181 per night (USD)VRBO
- From $222 per night (USD)
Expedia
Everything is NEW! Siesta Key Villa at Vista Hermosa - 2 Blocks to Beach 169
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Everything is New!! This private, stand-alone Villa has been completely updated and is being rented for the first time. ...
From $222 per night (USD)Expedia
- From $170 per night (USD)
VRBO
Florida Beach Cottage 4BR-2BA
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Your family will be close to Florida’s most beautiful beaches when you stay at this centrally-located cottage! Nokomis b ...
From $170 per night (USD)VRBO
- From $193 per night (USD)
Expedia
Condo located on private Venice beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to your dream retreat in this newly renovated, fully furnished 1st-floor condo, boasting 2 bedrooms and 2 baths, ...
From $193 per night (USD)Expedia
- From $244 per night (USD)
VRBO
Historic Bayshore Cottage walk to Bay & Ringling
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming and beautifully restored craftsman cottage on prestigious Bay Shore Rd, just minutes from Ringling, New College ...
From $244 per night (USD)VRBO
- From $281 per night (USD)
Expedia
Sarasota Banyan Retreat - Walk to Bay & Ringling!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Botanical garden retreat in exclusive Sapphire Shores / Indian Beach in Sarasota. The craftsman home was originally buil ...
From $281 per night (USD)Expedia
- From $951 per night (USD)
VRBO
Waterfront Home, Pool, Waterslide, Games! - Siesta Serenity
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Siesta Serenity by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Escape to the ultimate getaway at Si ...
From $951 per night (USD)VRBO
- From $463 per night (USD)
Expedia
Private Pool and Spa near the Beach! - The Jasmine House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The Jasmine House by Tropical Sands Accommodations Home in Sarasota, FL 34242 Welcome to The Jasmine House! A stunn ...
From $463 per night (USD)Expedia
- From $1513 per night (USD)
VRBO
Wander Siesta Key
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
This home is an extraordinary waterfront haven on nearly an acre of waterfront paradise on the coveted north end of Sies ...
From $1513 per night (USD)VRBO
- From $762 per night (USD)
Expedia
Luxurious Dual-Home Retreat in Prime Sarasota Location
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Experience the ultimate botanical garden retreat in the exclusive Sapphire Shores / Indian Beach neighborhood of Sarasot ...
From $762 per night (USD)Expedia
- From $332 per night (USD)
VRBO
Gulf and Bay Club B604
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gulf and Bay Club B604 by Tropical Sands Accommodations Condo in Sarasota, FL 34242 Gulf and Bay Club B604 offers a se ...
From $332 per night (USD)VRBO
- From $361 per night (USD)
Expedia
Tivoli by the Sea-Unit 602
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Tivoli By The Sea Unit 602 by Tropical Sands Accommodations Condo in Sarasota Fl, 34242 Welcome to Tivoli By The Sea U ...
From $361 per night (USD)Expedia
- From $226 per night (USD)
VRBO
Cheerful Nautical Home near Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Keep it simple at this peaceful and centrally-located place. Recently completely remodeled. This is one side of a duplex ...
From $226 per night (USD)VRBO
- From $386 per night (USD)
Expedia
Canalfront 3\/3 Townhome Siesta Key w\/ boat slip - Walk To The Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This fully furnished 3-bedroom, 3-bathroom waterfront townhome on Siesta Key spans 1827 sq ft with an open floor plan an ...
From $386 per night (USD)Expedia
- From $323 per night (USD)
VRBO
Tranquility. Oh what a feeling. \n\nWaterfront fishing.\n\nLovely 3 Bedroom 3 Bath
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Come escape and relax all of your worries away in this unique and tranquil beautiful beach themed 3 bedroom / 3 bath poo ...
From $323 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Coastal Contemporary Home Near Main St, Restaurants, Shopping + Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience coastal charm in this 3BD/2BA Sarasota gem! Centrally located near restaurants and shopping, just 1.1 mi from ...
From $320 per night (USD)Expedia
- From $345 per night (USD)
VRBO
Siesta Paradise - Close to Beach & Village - Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Discover the enchanting Siesta Key experience by staying in this stylish 2BR 2Bath condo whose relaxing design ...
From $345 per night (USD)VRBO
- From $512 per night (USD)
Expedia
BlessedVeniceOasis, Luxury Beach House - 5 Minutes to Beach, Brand New!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our brand new beach house in Venice, FL! Just 5-minutes from pristine beaches, our stylish retreat features a ...
From $512 per night (USD)Expedia
- From $207 per night (USD)
VRBO
This nice house is located close in a nice and safe neighborhoods and 15
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 6
Cozy and spacious family house located in a nice, safe area in Sarasota, near Downtown, 5 miles away from Siesta key one ...
From $207 per night (USD)VRBO
- From $256 per night (USD)
Expedia
NEW! Beachfront Condo Sands Point On The Beach LBK
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This spacious 3-bedroom, 2-bathroom retreat located on the second floor spans 1976 sq ft, and is nestled within the Sand ...
From $256 per night (USD)Expedia
- From $384 per night (USD)
VRBO
Family Poolside Paradise on Quiet Cul-de-Sac 4.7 Miles from Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Step into the foyer/kitchen area of this spacious home via convenient keyless entry – and go claim your bedroom from you ...
From $384 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Nokomis Pearl 2bd 1ba w\/ Htd Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the Nokomis Pearl, your ultimate coastal retreat just five minutes from the pristine Nokomis Beach. This char ...
From $225 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Nokomis Pearl 1bd 1ba w\/ Htd Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to the Nokomis Pearl, your ultimate coastal retreat just five minutes from the pristine Nokomis Beach. This char ...
From $200 per night (USD)VRBO
- From $397 per night (USD)
Expedia
Nokomis Pearl 3bd 2ba w\/ Htd Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the Nokomis Pearl, your ultimate coastal retreat just five minutes from the pristine Nokomis Beach. This char ...
From $397 per night (USD)Expedia
- From $329 per night (USD)
VRBO
Panoramic Gulf Views! 2BR 2BA 5th Floor @Siesta Key Beach w\/Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stunning views of the Gulf of Mexico's Siesta Key Beach. Dr. Beach's #1 rated beach in the U.S." and its world renowned ...
From $329 per night (USD)VRBO
- From $314 per night (USD)
Expedia
The Perfect 2BR\/2BA Condo @Siesta Key Beach with Gulf Views & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Attention beach lovers! You're in for a treat with our Condo 211, where relaxation is the order of the day. With 1220 sq ...
From $314 per night (USD)Expedia
- From $604 per night (USD)
VRBO
Hard to Find 3BR 3BA Breathtaking Views Top 5th Floor @ Siesta Key Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Prepare to be impressed by the breathtaking luxury of this 5th-floor penthouse. Boasting three bedrooms, three bathrooms ...
From $604 per night (USD)VRBO
- From $337 per night (USD)
Expedia
Highly sought after 1BR 1BR @Siesta Key Beach with Gulf Views & Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your own slice of heaven! Feast your eyes on stunning Gulf and Beach views from your swanky new condo, 305. T ...
From $337 per night (USD)Expedia
- From $308 per night (USD)
VRBO
Stunning 1 BR\/1 Bath Condo at Siesta Key Beach w\/Gulf Views & beach access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Indulge in the breathtaking beach charm of this recently remodeled professionally decorated 1 bedroom/1 bath first floor ...
From $308 per night (USD)VRBO
- From $313 per night (USD)
Expedia
Steps to the Beach! 1BR\/1BA at Siesta Key with Gulf Views and Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Condo 205 is an exquisite 1 bedroom, 1 bathroom, second-floor unit that offers over 820 square feet of comfortable livin ...
From $313 per night (USD)Expedia
- From $385 per night (USD)
VRBO
Stunning Gulf Views! 2BR 2BA 5th Floor @Siesta Key Beach w\/ Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Condo 505, an opulent vacation home located in the Crescent Royale Condominiums at the stunning Siesta Key! T ...
From $385 per night (USD)VRBO
- From $319 per night (USD)
Expedia
Spacious 2BR\/2BA Condo at Siesta Key Beach w\/ Gulf Views & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stop the vacation rental search, the ultimate getaway is here! Get ready to sink your toes into the dazzling white sand ...
From $319 per night (USD)Expedia
- From $298 per night (USD)
VRBO
In Demand! Miles of Gulf Views 5th Floor 2BR\/2BA @ Siesta Key Beach w\/Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Prepare to be awestruck by the sheer beauty of Siesta Key Beach - your perfect vacation destination. The breathtaking pa ...
From $298 per night (USD)VRBO
- From $323 per night (USD)
Expedia
Welcoming 2BR 2BA Condo at Siesta Key Beach with Gulf Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Pack your bags and prepare to be swept off your feet by the jaw-dropping magnificence of Siesta Key Beach - ranked numer ...
From $323 per night (USD)Expedia
- From $387 per night (USD)
VRBO
Newly Renovated 2BR\/2BA Condo @ Siesta Key Beach w\/ Gulf Views & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Step into paradise and say hello to the newly transformed Unit 103, a crown jewel of Crescent Royale! With fresh furnit ...
From $387 per night (USD)VRBO
- From $270 per night (USD)
Expedia
Vacation Ready! 2BR 2BA @ Siesta Key Beach with Gulf Views & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome, beach enthusiasts! Prepare to indulge in a slice of paradise by booking our Condo 302,, located in a beachy won ...
From $270 per night (USD)Expedia
- From $382 per night (USD)
VRBO
Panoramic Views! 2BR 2BA at Siesta Key Beach w\/ Gulf Views & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Get ready to soak up the sun and surrender to the ultimate beachside escape! This third-floor 2 BR 2 BR condo will have ...
From $382 per night (USD)VRBO
- From $289 per night (USD)
Expedia
In Demand 2BR 2BA Condo at Siesta Key Beach w\/Gulf Views & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Get ready to fall in love with Unit 1C, where the Gulf of Mexico's stunning views and warm sandy beaches welcome you wit ...
From $289 per night (USD)Expedia
- From $277 per night (USD)
VRBO
Welcome to Paradise! 2BR 2BA @ Siesta Key Beach w\/Gulf Views & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Paradise, where you can bask in the glory of Siesta Beach, the number one beach in the United States, just 10 ...
From $277 per night (USD)VRBO
- From $319 per night (USD)
Expedia
Hard to Find! 1BR 1BA Condo at Siesta Key Beach w\/ Beach Access & Gulf Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Get ready to soak up the sun and sea with Unit 309, a gorgeous 1-bed, 1-bath condo with over 820 square feet of pure bli ...
From $319 per night (USD)Expedia
- From $288 per night (USD)
VRBO
Steps to SK Beach! 2BR 2BA at Siesta Key Beach with Gulf Views & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Get ready to be whisked away on a wild beach adventure at Siesta Key Beach - the crème de la crème of all beaches, with ...
From $288 per night (USD)VRBO
- From $316 per night (USD)
Expedia
Steps to the beach! 2BR 2BA Condo @Siesta Key Beach w\/ Gulf Views & Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your exclusive end unit retreat at Siesta Beach, where sun, sand, and luxury await! Nestled on the shores of ...
From $316 per night (USD)Expedia
- From $342 per night (USD)
VRBO
Views Galore! 2 BR 2 BA Condo @ Siesta Key Beach w\/ Gulf Views & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Get ready to uncover Siesta Key’s hidden gem - Condo 400. This beautiful fourth floor end unit boasts a jaw-dropping pa ...
From $342 per night (USD)VRBO
- From $483 per night (USD)
Expedia
Panoramic Gulf Views! 2BR 2BA 4th Floor @Siesta Key Beach w\/Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your luxurious vacation home at the Crescent Royale Condominiums, located in the beautiful Siesta Key! Unit 4 ...
From $483 per night (USD)Expedia
- From $373 per night (USD)
VRBO
2 BR 2 BA 4th Floor Condo at Siesta Key Beach with Gulf Views & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the ultimate in tranquil living at Condo 4 E, the most idyllic location in Siesta Key. This two-bedroom, two- ...
From $373 per night (USD)VRBO
- From $303 per night (USD)
Expedia
Location! 2BR\/2BA Condo @ Siesta Key Beach w\/Gulf Views and Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Prepare yourself for a luxurious experience in your very own slice of paradise! Envision yourself savoring a refreshing ...
From $303 per night (USD)Expedia
- From $248 per night (USD)
VRBO
Steps to the Beach! 2BR 2BA @ Siesta Key Beach w\/Gulf View and Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Step into the grand Condo 307 at Crescent Royale and prepare to be wowed! This slice of paradise flaunts a massive 2-bed ...
From $248 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Beachy Haven! 2BR 2BA Condo at Siesta Key Beach w\/ Gulf Views & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Get ready to soak up some serious rays in our beachy haven, Condo 3D, located in the paradise of Siesta Key Beach! With ...
From $300 per night (USD)Expedia
- From $288 per night (USD)
VRBO
North Port Home w\/ Lanai & Pool - 8 Mi to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Palm trees, warm weather, and sun-soaked days await at this stunning 2-bedroom, 2-bath vacation rental in North Port, FL ...
From $288 per night (USD)VRBO
- From $293 per night (USD)
Expedia
Vacay Vibes! RV\/Boat Parking+Private Pool+King Bed
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
About this space Cabana de Sol is located in the heart of Venice, FL, perfectly located less than 10 minutes from Nokomi ...
From $293 per night (USD)Expedia
- From $153 per night (USD)
VRBO
Newly remodeled. 2 bed\/2 full bath house. Pinebrook South, Venice, Florida.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Property Overview: Style: Rancher-style home Minimum Rental Period: 3 months (90 days), in compliance with HOA rules Pet ...
From $153 per night (USD)VRBO
- From $199 per night (USD)
Expedia
Cozy 4 bedroom home. Close to Warm Mineral Springs, Water Park & beaches!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This is your slice of paradise. Enjoy peaceful sunrises in the mornings, and serene sunset walks in this quiet neighborh ...
From $199 per night (USD)Expedia
- From $112 per night (USD)
VRBO
Seagrape: A slice of paradise.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Seagrape is a beachy, nautical themed home within walking distance of Warm Mineral Springs. It is a cozy two bedroom ho ...
From $112 per night (USD)VRBO
- From $352 per night (USD)
Expedia
2nd floor updated garden unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come enjoy your stay in this recently updated second floor unit, with a casual coastal feel. Completely remodeled with a ...
From $352 per night (USD)Expedia
- From $215 per night (USD)
VRBO
Artistically curated clean space on a 1.5 acre quiet lot. Close to airport.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our clean art-filled space! As art enthusiasts, we've curated captivating artwork from local artists GWAK and ...
From $215 per night (USD)VRBO
- From $579 per night (USD)
Expedia
Designer home minutes from downtown! 6 beds 3 full bathrooms
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Enjoy high-end living in one of Sarasota’s best neighborhoods. Only a few minute drive to downtown Sarasota and st. Arma ...
From $579 per night (USD)Expedia
- From $95 per night (USD)
VRBO
Little Retreat packed with Amenities @ Ramblers Rest Resort in Venice Florida
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
PACKED WITH AMENITIES ! Great retreat or getaway for two, there is no shortage of unique activities to explore at Rambl ...
From $95 per night (USD)VRBO
- From $456 per night (USD)
Expedia
Gulf Gate Pool home, 5 mins to Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming 3-bedroom, 2-bathroom house with a private pool, just 5 minutes from Siesta Key Beach and close to Gulf Gate Vi ...
From $456 per night (USD)Expedia
- From $379 per night (USD)
VRBO
Serenity on the water: minutes from the key, sleeps up to 10!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy this incredibly cozy home just minutes from Siesta key. The home is on a private lagoon making for an exceptional ...
From $379 per night (USD)VRBO
- From $307 per night (USD)
Expedia
🦩Catch of the Day at Harbor Towers on Siesta Key🦩
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Pinkie Flamingo Welcomes You To The Catch of The Day at Harbor Towers! Queen / Queen / Twin Bunks / Sleeper Sofa Always ...
From $307 per night (USD)Expedia
- From $413 per night (USD)
VRBO
Spacious and dog friendly, close to Gulf beaches and entertainment, WIFI, AC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 2
Casa De Las Palmas Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $413 per night (USD)VRBO
- From $555 per night (USD)
Expedia
Walk To Siesta Village And Beach\/Private Heated Pool & Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The Siesta Village Beach House is a PRIVATE 2 bedroom 1 bath APARTMENT in a large house with an extra outdoor shower (en ...
From $555 per night (USD)Expedia
- From $158 per night (USD)
VRBO
Cheerful Nautical Home near Siesta Key, FL - Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relax with the whole family at our peaceful one bedroom duplex with private outdoor barbecue area, 5 miles from Siesta K ...
From $158 per night (USD)VRBO
- From $211 per night (USD)
VRBO
Peaceful and Spacious Sarasota Meadows Getaway! 2Bed\/2Bath Upper Condo w\/Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A Slice of Paradise! Enjoy your peaceful Sarasota vacation on the golf course. Here at the Meadows, you'll never run ou ...
From $211 per night (USD)VRBO
- From $174 per night (USD)
VRBO
Cozy North Port Home w\/ Screened-In Lanai!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bask in the sunshine when you stay at this 3-bedroom, 2-bath vacation rental, conveniently located 3 miles from downtown ...
From $174 per night (USD)VRBO
- From $687 per night (USD)
Expedia
Luxe Oasis | Private Pool, In St Armands Circle, Near Lido Key Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Luxe Oasis: Your Private Tropical Getaway on Lido Key Discover the perfect blend of luxury and tranquility at ...
From $687 per night (USD)Expedia
- From $182 per night (USD)
VRBO
Cozy South Venice Pool Home. Pet-Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Venice Beach, Manasota Key Beach, and Caspersen Beach. Backyard is completely fenced in and private. Pool is completely ...
From $182 per night (USD)VRBO
- From $333 per night (USD)
Expedia
Radiant home with heated pool, alfresco dining, W\/D, and Lanai.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tranquil Chateau on Monet Place Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
From $333 per night (USD)Expedia
- From $240 per night (USD)
VRBO
Book now, and make memories that will last a lifetime in the heart of Sarasota!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful home is perfectly located in the heart of Sarasota. Renovated 3 bedrooms and 2 modern bathrooms, with plu ...
From $240 per night (USD)VRBO
- From $361 per night (USD)
Expedia
Breathtaking Views! 2BR 2BA @Siesta Key Beach w\/ Gulf Views & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the magnificent Condo 306 at Crescent Royale! This exquisite residence boasts a spacious 2-bedroom, 2-bathroo ...
From $361 per night (USD)Expedia
- From $271 per night (USD)
VRBO
Charming 1BA\/1BR Condo at Siesta Key Beach w\/Gulf Views & Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Unit 104 at Crescent Royale! Only a hop, skip and jump (well, technically 100 steps away) from the pristine ...
From $271 per night (USD)VRBO
- From $212 per night (USD)
Expedia
Siesta Key Beach View Overlooking Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Paradise awaits you at Siesta Key! Experience the beauty of the #1 Beach in the USA with this gorgeous beach view condo ...
From $212 per night (USD)Expedia
- From $318 per night (USD)
VRBO
2 BR 2 BA 5th Floor Condo at Siesta Key Beach with Gulf Views & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Get ready to dive into a tropical paradise at Condo 512! This dreamy dwelling boasts drop-dead gorgeous views of The Gul ...
From $318 per night (USD)VRBO
- From $257 per night (USD)
Expedia
Steps to the beach! Hard to find 1BR\/1BA w\/ Gulf Views & Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to the fabulous Condo 209 at Crescent Royale! This condo features 1-bedroom, 1-bathroom pad is spacious, boastin ...
From $257 per night (USD)Expedia
- From $578 per night (USD)
VRBO
Best Views! 3BR 2.5 BR 7th Floor Penthouse @ Siesta Key Beach w\/ Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the rare opportunity to acquire a beachfront high-level condo on Siesta Key that boasts three bedrooms and 2 ...
From $578 per night (USD)VRBO
- From $365 per night (USD)
Expedia
Miles of Gulf Views! 2BR 2BA 6th Floor @Siesta Key Beach w\/Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Condo 6C, a luxurious vacation home with one of the finest views on Siesta Key. This splendid unit, located i ...
From $365 per night (USD)Expedia
- From $354 per night (USD)
VRBO
Breathtaking Gulf Views! 2BR 2BA 6th Floor @ Siesta Key Beach w\/ Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy the inviting atmosphere in a comfortable corner condo on the sixth floor with lots of natural light. This condo o ...
From $354 per night (USD)VRBO
- From $421 per night (USD)
Expedia
Stunning Gulf Views! 2BR 2BA 6th Floor @Siesta Key Beach w\/ Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the inviting atmosphere in this comfortable corner unit located on the 6th floor with lots of natural light. Ther ...
From $421 per night (USD)Expedia
- From $312 per night (USD)
VRBO
Newly Renovated! 2BR 2BA at Siesta Key Beach with Gulf Views & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Check out this completely renovated 2nd floor condo! Unit 203 has had a complete facelift! This open floor plan allows ...
From $312 per night (USD)VRBO
- From $491 per night (USD)
Expedia
Sweeping Gulf Views! 3BR\/2.5BA 7th floor Penthouse w\/ Beach Access (1700 sf)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Unit 7E is one of our most highly sought-after accommodations. This 3-bedroom, 3-bathroom unit located on the 7th floor ...
From $491 per night (USD)Expedia