Sarasota Area Rentals
From $297 per night (USD)VRBO
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 $297 per night (USD)VRBO
From $153 per night (USD)Expedia
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)Expedia
From $199 per night (USD)VRBO
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)VRBO
From $427 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 $427 per night (USD)Expedia
From $492 per night (USD)VRBO
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 $492 per night (USD)VRBO
From $379 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 $379 per night (USD)Expedia
From $340 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 $340 per night (USD)VRBO
From $423 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 $423 per night (USD)Expedia
From $152 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 $152 per night (USD)VRBO
From $316 per night (USD)Expedia
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 $316 per night (USD)Expedia
From $254 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 $254 per night (USD)VRBO
From $311 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 $311 per night (USD)Expedia
From $281 per night (USD)VRBO
Charming 1BA\/1BR Condo at Siesta Key Beach w\/Gulf Views & Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Unit 104 at Crescent Royale! Only a hop, skip and jump (well, technically 100 steps away) from the pristine ...
From $281 per night (USD)VRBO
From $341 per night (USD)Expedia
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 $341 per night (USD)Expedia
From $281 per night (USD)VRBO
Steps to Siesta Key Beach! Hard to find 1BR\/1BA w\/ Endless Gulf Views!
- 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 $281 per night (USD)VRBO
From $601 per night (USD)Expedia
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 $601 per night (USD)Expedia
From $365 per night (USD)VRBO
Miles of Gulf Views! 2BR 2BA 6th Floor @Siesta Key Beach w\/Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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)VRBO
From $368 per night (USD)Expedia
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 $368 per night (USD)Expedia
From $341 per night (USD)VRBO
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 $341 per night (USD)VRBO
From $292 per night (USD)Expedia
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 $292 per night (USD)Expedia
From $517 per night (USD)VRBO
Sweeping Gulf Views! 3BR\/2.5BA 7th floor Penthouse w\/ Beach Access (1700 sf)
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Unit 7E is one of our most highly sought-after accommodations. This 3-bedroom, 2.5 bathroom unit located on the 7th floo ...
From $517 per night (USD)VRBO
From $352 per night (USD)Expedia
Cozy 1-Bedroom Steps from Siesta Key Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy this darling 1-Bed, 1-Bath condo, located just half a block from the powdery white sand of the world-famous Siesta ...
From $352 per night (USD)Expedia
From $176 per night (USD)VRBO
Sunshine Bliss Bungalow
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Kick back and relax in this calm, stylish space. Cozy living space, fully equipped kitchen, and comfy bedrooms await. En ...
From $176 per night (USD)VRBO
From $606 per night (USD)Expedia
Gorgeous Pool Home Minutes to Downtown\/Beaches
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This is a gorgeous 4 bedroom house within minutes to downtown Sarasota. There is a beautiful heated pool, mini put put g ...
From $606 per night (USD)Expedia
From $148 per night (USD)VRBO
New Luxury Condo near Downtown Sarasota Sleeps 4. Pet Friendly with Gym & Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Step inside your vacation retreat along the Hudson Bayou just a bike ride away from downtown Sarasota. Whether you decid ...
From $148 per night (USD)VRBO
From $150 per night (USD)VRBO
Nokomis Fl. Walk to Tiki Bars &\nVenice &Nokomis Beach &Legacy Trail.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This villa nippino has a unique old Florida feel. This property is located west of the trail 30 minute walk to Venice B ...
From $150 per night (USD)VRBO
From $882 per night (USD)VRBO
Quiet peaceful home on the canal with a dock; 2 minute walk to St Armands Circle
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
NEW RENOVATIONS/CONSTRUCTION: The home was recently purchased and will be available to rent as of April 5, 2025. The p ...
From $882 per night (USD)VRBO
From $624 per night (USD)Expedia
Welcome to your seaside sanctuary! Nestled along the shores of Longboat Key.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 4
Nestled along the tranquil shores , this charming 2-bedroom beach condo invites you to experience the ultimate coastal r ...
From $624 per night (USD)Expedia
From $372 per night (USD)VRBO
Beach lovers, here is your ticket to sun-soaked fun and total relaxation!\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Location, Location, Location! After crossing the drawbridge over the Intracoastal Waterway, you will reach Midnight Pas ...
From $372 per night (USD)VRBO
From $252 per night (USD)Expedia
Beautiful House on a Canal with Private Heated Pool, Pool Table, and Ping Pong
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Blueridge Bungalow! We are so honored to welcome you to our beloved home away from home. Our family treasure ...
From $252 per night (USD)Expedia
From $449 per night (USD)VRBO
Lovely 2 Bedroom Lake View Home on Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relaxing lake view, 2-bedroom, 2-bath home on Siesta Key! This home is a spacious unit, featuring a king bed in the mast ...
From $449 per night (USD)VRBO
From $307 per night (USD)Expedia
Directly on the Gulf - Unit 16 - 1 Bedroom - Second Floor - Sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the Beachcomber in Venice, one of the Gulf Coast's best kept secrets, and home to resort accommodations with ...
From $307 per night (USD)Expedia
From $414 per night (USD)VRBO
SunCoast Garden Family Retreat-Beautiful Vacation Home with Heated Pool. \n\n\n
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our another charming house in Venice! That’s our 2nd luxury vacation home just 6 min away from SunCoast Luxur ...
From $414 per night (USD)VRBO
From $91 per night (USD)VRBO
Remodeled 2 bedroom 2 bedroom condo with swimming pool& tennis court in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The two bedroom, two bathroom condo with luxury memory king-sized and queen-sized beds, all new Whirlpool appliances, gr ...
From $91 per night (USD)VRBO
From $252 per night (USD)VRBO
Cozy 3-bedroom house with saltwater pool and private fenced back yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your dream oasis! This stunning 3 bedroom, 2 bath pool home has been meticulously upgraded to perfection. Ste ...
From $252 per night (USD)VRBO
From $203 per night (USD)Expedia
Beautiful heated pool & spa home, walk to Shamrock Park and close to beaches.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the Queen's Flamingo. This home has everything you need for a relaxing vacation. The home has a heated salter ...
From $203 per night (USD)Expedia
Click For PricingVRBO
Luxury Beachfront Condo with Stunning Sunset Views - Award-Winning Community!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Valencia on the gulf was selected as the 2023 Community of the Year on the west coast of Florida. - 6th floor, 2 bedroo ...
Click For PricingVRBO
From $292 per night (USD)Expedia
Colorful Townhome with shared pool, private washer and dryer
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ms Aloha on Siesta Key Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $292 per night (USD)Expedia
From $354 per night (USD)VRBO
The Atrium #613 Condo by RVA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your dream vacation retreat! Discover unparalleled luxury and comfort in this stunning 2-bedroom plus den con ...
From $354 per night (USD)VRBO
From $426 per night (USD)Expedia
Dog-friendly coastal home w\/ yard, near attractions, AC, W\/D, WiFi
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Serene Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $426 per night (USD)Expedia
![Directly on the Gulf - Unit 4 - 1 Bedroom - Ground Floor - Sleeps up to 6]](https://media.vrbo.com/lodging/107000000/106560000/106558700/106558694/765db420.jpg?impolicy=ccrop&w=350&h=233&q=medium)
From $307 per night (USD)VRBO
Directly on the Gulf - Unit 4 - 1 Bedroom - Ground Floor - Sleeps up to 6]
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the Beachcomber in Venice, one of the Gulf Coast's best kept secrets, and home to resort accommodations with ...
From $307 per night (USD)VRBO
Click For PricingExpedia
Cozy 3-bedroom condo with WiFi, AC in lovely Venice
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Experience Venice Beach like a local in this delightful 3-bedroom condo. Step inside and be greeted by the brilliant dec ...
Click For PricingExpedia
From $459 per night (USD)VRBO
Centralized, family friendly, Beachside Escape on Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ditch the crowded resorts and immerse yourself in the vibrant energy of Siesta Key Village! This charming beach escape b ...
From $459 per night (USD)VRBO
From $292 per night (USD)Expedia
Charming 3-bedroom duplex house in delightful Nokomis with WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located one mile from Nokomis Beach, this house is a dream. With 3 bedrooms, including a phenomenal king bed, a tremendo ...
From $292 per night (USD)Expedia
From $195 per night (USD)VRBO
NEW Coastal comfort, 3 bedroom, minutes from beach, walk to local restaurants
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
Newly remodeled home is a five-minute drive (1.8 miles) to Siesta Key Beach, the #1 beach on the Gulf Coast. Nestled in ...
From $195 per night (USD)VRBO
From $313 per night (USD)Expedia
Charming home in secluded area w\/ private pool, W\/D, free WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gulf Gate Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $313 per night (USD)Expedia
From $151 per night (USD)VRBO
Birdseye view in your top fl Country club lifestyle with Golf & resort style🔥🌴🏌️💦
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Brand new, professionally decorated, TOP floor condo that overlooks the 10th fairway of a championship golf course. Be ...
From $151 per night (USD)VRBO
From $286 per night (USD)Expedia
Cozy condo w\/ shared pool, recreations activities, W\/D, free Wifi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sweet Beach Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $286 per night (USD)Expedia
From $501 per night (USD)VRBO
Less than 7 minute walk to Siesta Key Beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Hands down the best location on Siesta Key! Walking distance (under 5 minutes) to Siesta Beach, all the local bars, res ...
From $501 per night (USD)VRBO
From $188 per night (USD)Expedia
Beautiful 3-bedroom house in Florida
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
You are welcome to peaceful house with spacious backyard and swimming pool. It is located about 20 minutes by car from t ...
From $188 per night (USD)Expedia
From $192 per night (USD)VRBO
Venice Cottage near Venice Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Venice Getaway – Minutes to Beach & Downtown! Stay in the heart of South Venice! This centrally located home is just off ...
From $192 per night (USD)VRBO
From $143 per night (USD)Expedia
Travelers Nook close to Venice Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy Retreat Near Venice Beach! Experience comfort and convenience at Travelers Nook, a private attached apartment just ...
From $143 per night (USD)Expedia
From $232 per night (USD)VRBO
5 MINUTES TO SIESTA KEY! PRIME LOCATION, STEPS TO THE POOL, COMPLETELY UPDATED!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Short walk to the HEATED pool, spa, and clubhouse! This very well appointed and updated 2/2 villa will be your slice of ...
From $232 per night (USD)VRBO
From $187 per night (USD)Expedia
South Florida salt water pool! Cozy 3-bedroom house in peaceful setting
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located in North Port, this house is a dream. With 3 bedrooms, including 1 king bed, 1 queen bed, and day bed with trund ...
From $187 per night (USD)Expedia
From $323 per night (USD)VRBO
Charming 2\/2 1st floor Condo at Siesta Key Beach w\/ Gulf Views & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Indulge in luxury with Unit 1D, an in-demand ground floor condo boasting two bedrooms, two bathrooms, and 1,210 square f ...
From $323 per night (USD)VRBO
From $338 per night (USD)Expedia
Charming 3-bedroom house in delightful Sarasota with WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A house with a private lanai and a saltwater pool offers a perfect blend of indoor and outdoor living. The lanai provide ...
From $338 per night (USD)Expedia
From $629 per night (USD)VRBO
Siesta Key Charm - only a few miles to the most beautiful beach in the US
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Your Sarasota adventure begins at this tremendous 4-bedroom house. Nestled in a serene neighborhood, this cool property ...
From $629 per night (USD)VRBO
From $110 per night (USD)Expedia
Two bedroom, two bathroom condo in gated, resort-like community.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy Sarasota in this ground floor 2-bedroom, 2-bathroom condo. The bedrooms feature a king-sized bed and two twin beds ...
From $110 per night (USD)Expedia
From $127 per night (USD)VRBO
Resort-style living with golf in Wellen Park\/Venice area, 2 bed+den\/2 bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to 12580 Galapagos Ct #206 in the brand new, resort-style community of Wellen Park Golf & Country Club! This ful ...
From $127 per night (USD)VRBO
From $340 per night (USD)Expedia
Siesta Key 3 bed\/ 2.5 bath Penthouse, private roof top deck, parking, boat slip!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summer season is available now! July - Oct. 2025 Peak season Nov. 2025 - April 2026 is $55,000 total. This highly sough ...
From $340 per night (USD)Expedia
From $646 per night (USD)VRBO
3\/3 Tower Gulf Front Sw (071)
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful three bedroom three bathroom gulf front condo is located on the seventh floor of our Grand Tower Building ...
From $646 per night (USD)VRBO
From $224 per night (USD)VRBO
Mermaid Wishes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beautifully furnished home in Englewood has an open floor plan and well-equipped kitchen. The open design allows ...
From $224 per night (USD)VRBO
From $2404 per night (USD)VRBO
Waterfront Luxury - Direct Gulf Views - Resort Pool\/Spa - Siesta Key Village
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 12
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $2404 per night (USD)VRBO
From $285 per night (USD)Expedia
Waterfront with Private Rooftop Deck! - Fire-Sky Penthouse
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Fire-Sky Penthouse by Siesta Key Luxury Rental Properties Penthouse in Sarasota, Florida Escape to paradise at Fire-Sky ...
From $285 per night (USD)Expedia
From $259 per night (USD)VRBO
Escape to Paradise at Coconut Palms: Your 2 bed_2 bath Tropical Retreat Awaits!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to coconut Palms where families, significant others, friends and colleagues will feel at home. Once you pull in ...
From $259 per night (USD)VRBO
From $253 per night (USD)Expedia
Charming cozy coastal house🐬minutes away from Venice beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Osprey is waiting for you at this 3-bedroom house. Step into this adorable property and feel instantly at home. The bedr ...
From $253 per night (USD)Expedia
From $238 per night (USD)VRBO
Relax at Casa SRQ! This 3 bed 2 bath solar HEATED POOL is a private oasis!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Relax & enjoy at Casa SRQ! This 3 bed 2 bath solar HEATED POOL is a private oasis! Fully privacy fenced for your childre ...
From $238 per night (USD)VRBO
From $435 per night (USD)Expedia
Poolside Paradise Near Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
Welcome to Poolside Paradise! This newly remodeled, cozy retreat features a sparkling pool and abundant natural light fr ...
From $435 per night (USD)Expedia
From $199 per night (USD)VRBO
Fully renovated 2BR, 2BR apartment one mile from Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This memorable apartment is the perfect home base for your trip to Sarasota. Full renovation in January 2024, with 2 soo ...
From $199 per night (USD)VRBO
From $967 per night (USD)Expedia
Luxury Sarasota Home with Pool Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Welcome to your dream vacation rental in Sarasota! - Luxurious home with 3 spacious bedrooms and 2 modern bat ...
From $967 per night (USD)Expedia
From $1830 per night (USD)VRBO
SIESTA KEY BEACH HOUSE DIRECTLY ON THE BEACH!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
There are only a handful of houses directly on Siesta Beach available to vacation in on all of Siesta Key, and you have ...
From $1830 per night (USD)VRBO
From $289 per night (USD)Expedia
Tranquil Pool Home Minutes to Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: Welcome to The Summer Breeze Cottage! This adorable pool home offers everything you will need to have an amazin ...
From $289 per night (USD)Expedia
From $341 per night (USD)VRBO
Full Gulf Views! 2 BR 2BA @ Siesta Key Beach w\/ Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the latest addition to Crescent Royale's esteemed rental collection: Condo 5D, providing a coastal ambiance pai ...
From $341 per night (USD)VRBO
From $817 per night (USD)Expedia
Penthouse w\/ Miles of Gulf Views! 4BR 3 BA @Siesta Key Beach w\/ Beach Access
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the Star of The Show - where paradise meets luxury! Presenting Unit 7A - a double-wide penthouse, recently sp ...
From $817 per night (USD)Expedia
From $201 per night (USD)VRBO
Adorable Condo on Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy the Sunshine, Cool Breeze and Peaceful Vibes in this Tranquil Condo on Stunning Siesta Key ** You will Love the Co ...
From $201 per night (USD)VRBO
Click For PricingExpedia
Dog friendly home with private pool, lanai, and pool table
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Palms Away Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
Click For PricingExpedia
From $394 per night (USD)VRBO
Palm Bay Club Private Balcony Beach Side
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Palm Bay Club on Siesta Key Beach Enjoy sunrise to sunset from our great resort that has private bay to beach access ...
From $394 per night (USD)VRBO
From $676 per night (USD)Expedia
Siesta Key Access- Large Deck w\/ Bay View: 2-Bdrm Condo-sleeps 6 Heated Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
No parties here!!! Sea Club II -Only those looking for a relaxing, quiet and tranquil get-away with an "Old Florida" fee ...
From $676 per night (USD)Expedia
From $261 per night (USD)VRBO
Resort Style Condo | Pretty Pond Views | Walk to Siesta Key Beach | Pool | Tennis | Ready to Book!
- Bedrooms:
- 1
- 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 $261 per night (USD)VRBO
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Pool\/Pet Friendly\/Close to Manasota Beach - Quiet and Private, RV\/Boat Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Relax at this nicely remodeled pool home. Only 1.5 miles to the beach! Nice quiet dead end street on 1/3 acre. The b ...
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From $223 per night (USD)VRBO
Luxury Condo Living on Sarasota Bay, Minutes From Downtown
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Admirals Watch, a sophisticated sanctuary on the 5th floor of The Strand, minutes from downtown Sarasota. Ima ...
From $223 per night (USD)VRBO
From $197 per night (USD)Expedia
Sarasota Resort Home Pool Golf Beach Siesta Key St. Armands Downtown Pickleball
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
**Discount for Month or Multi-Month Rental** **Seven night minimum stay** Escape to Sarasota, Florida the award winning ...
From $197 per night (USD)Expedia
From $355 per night (USD)VRBO
Serene Sarasota Home – Saltwater Pool, Lush Gardens & Minutes to Top Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Only 15 minutes from one of the top beaches in the country, this beautiful home is quiet and comfortable with a large sc ...
From $355 per night (USD)VRBO
From $281 per night (USD)Expedia
Relaxation Awaits: Luxurious Vacation Home with Heated Pool near Mineral Springs
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Experience ultimate relaxation in this new vacation home nestled in a quiet, tropical neighborhood just minutes from the ...
From $281 per night (USD)Expedia
From $220 per night (USD)VRBO
Saltwater Pool & Game Room: Gulf Coast Retreat
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
8 Mi to Beach | Pool Toys & Beach Gear for Outdoor Fun | RV Hookup On-Site | Canal-Front Property Seeking a sunshine-fi ...
From $220 per night (USD)VRBO
From $451 per night (USD)VRBO
Bungalow with Private Guest Casita in Historic Downtown Sarasota
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Unwind in Sarasota at this lovely bungalow and casita. With 3 bedrooms, including 1 queen bed, 1 sofa bed, and 2 twin be ...
From $451 per night (USD)VRBO
From $234 per night (USD)VRBO
Charming 3-bedroom pool home in serene Sarasota with AC, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your Sarasota adventure begins at this marvelous 3-bedroom pool home. With 2 queen beds and 1 king bed, this property of ...
From $234 per night (USD)VRBO
From $240 per night (USD)Expedia
Charming 3-bedroom house-minutes from the Beach- freshly renovated with pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Laurel/Nokomis is where you'll find this lovely 3-bedroom vacation house. Nestled just a short 5-minute drive from the s ...
From $240 per night (USD)Expedia
From $106 per night (USD)VRBO
Cozy 1-bedroom in law suite with WiFi, AC in superb Venice
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is a freshly remodeled and updated in-law suite in the beautiful Venice Florida. It’s in an extremely quiet neighbo ...
From $106 per night (USD)VRBO
From $207 per night (USD)VRBO
Delightful 3-bedroom condo in Venice in Plantation golf club
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Make yourself at home in this 3-bedroom Venice retreat. This enjoyable, luxury condo offers a beautiful and quaint atmos ...
From $207 per night (USD)VRBO
From $440 per night (USD)VRBO
Mid-Century 2-Bedroom Charm - Beach, Pets, Fenced Yard in Fabulous Venice
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
La Casa del Flamingo Feliz - Easy Stroll to the Beach!! Walk through a quiet Old Florida neighborhood with 1950's style ...
From $440 per night (USD)VRBO
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Happy Sunsets Pool House - Pets - Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beach and sunsets are steps out your front door at the Happy Sunsets Pool House! This large studio efficiency in-law su ...
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From $232 per night (USD)VRBO
3 Mi to Aquatic Center: Family Home in North Port!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Spacious Layout | Screened Porch | Essential Comforts Indulge in a restful getaway at this 4-bedroom, 2-bath vacation r ...
From $232 per night (USD)VRBO
From $404 per night (USD)Expedia
Sunny Sarasota Oasis: Swim, Golf, Shop & More!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Looking for an incredible extended stay with resort-like amenities and a spacious interior? Your search ends here with t ...
From $404 per night (USD)Expedia
From $107 per night (USD)VRBO
Downtown Sarasota Apartment 2BR\/2BA, Pet-Friendly close to LidoBeach & SiestaKey
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our private apartment in the heart of Downtown Area! With 2 bedrooms (1 queen, 2 full beds), 2 baths, 2 Smart ...
From $107 per night (USD)VRBO
From $229 per night (USD)VRBO
4-bedroom house in pleasant North Port with WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Unwind in North Port at this lovely house. With 4 bedrooms, including 1 king bed and 2 queen beds, this welcoming proper ...
From $229 per night (USD)VRBO
From $308 per night (USD)VRBO
Relax and recharge Hot Tub,Tesla charger,10 sleeps
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Freshly remodeled spacious house to gather with friends or family.A lovely space to unwind and relax after a busy day at ...
From $308 per night (USD)VRBO
From $226 per night (USD)Expedia
Dolphin Sands Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**Welcome to Dolphin Sands Retreat!** Nestled in a tranquil seaside community, Dolphin Sands Retreat offers the perfect ...
From $226 per night (USD)Expedia
From $1096 per night (USD)VRBO
Waterfront Home with Pool and Waterslide! - Siesta Bliss
- Bedrooms:
- 4
- Bathrooms:
- 1
- Sleeps:
- 8
Siesta Bliss by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Welcome to Siesta Bliss, a beautiful ne ...
From $1096 per night (USD)VRBO
From $228 per night (USD)Expedia
The Amberjack, at Paradise Cove
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the charm of Englewood at The Amberjack, a cozy retreat nestled at Paradise Cove on Lemon Bay. This inviting su ...
From $228 per night (USD)Expedia