
House vacation rentals in Siesta Key
Find and book unique houses on Airbnb
Top-rated house rentals in Siesta Key
Guests agree: these houses are highly rated for location, cleanliness, and more.

Siesta Key, FL - Casa Berano
Quiet, private home on lovely Siesta Key. 1.6 miles from lovely #1 Beach in the country. 1.9 miles to Siesta Key Village. FREE shuttle to village & beach 7 days a week. Private saltwater pool/enclosed lanai. Spacious 3bd/3b. Pets, dogs only, welcome, pls add to your total guest reservation. Open floor plan, large living area. Kitchen opens into living area & 2 dining areas w/ large tables. 2 car gar. brick paved driveway, in home laundry. 6 Guests Max 2 pets Max (dogs only), under 50lbs

The Sand Castle - Backyard Oasis Mins from Siesta!
*UPDATED!* Your family will feel at home in this spacious home that has it all! With a gorgeous backyard, alluring HEATED pool, tropical tiki bar, ping pong and other lawn games, cozy and comfortable rooms, and a kitchen stocked with everything you need to prepare meals for many... you will be more than comfortable here! The location is super convenient- minutes from Siesta Key, downtown Sarasota, and every grocery store and restaurant you could ever want! Please message me if bringing 2+ pets

ROYS PLACE private, tropical, romantic paradise.
NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR 2022, 2023, 2024. An exceptional vacation is a frame for an exceptional life. Offered for you, a romantic boutique home. Sarasota Chic decor, quality furnishings, lush tropical landscaping. Only property in urban Sarasota with your own private (EXCLUSIVE to you, NOT shared) CLOTHING OPTIONAL heated pool for tropical fun. One block walk to beautiful sunsets over Sarasota Bay. All tropical serenity yet close to everything.

Sea Club II Garden House
This surprisingly spacious 1200sf beach bungalow has been completely renovated in February 2020 from floor to ceiling. You will enjoy 3 spacious bedrooms with a private Master suite, spacious updated eat in kitchen and large family room. The unit is unique with a private deck to relax on at night. Walking distance to private beach access as well as a newly renovated heated salt water Community pool (Shared) on the intercoastal with breath taking views. This is a one of a kind experience.

The Mango House Beach Cottage
Our cozy boho beach cottage, The Mango House is the perfect place for a couple or small family to relax and enjoy all the best Sarasota amenities. It’s conveniently located right between both Siesta Key entrances, walking distance to restaurants, grocery stores, Trader Joe’s, gym and a block from the popular Walt’s Fish Market. This gorgeous bungalow is the front house of a duplex on a large lot with plenty of cozy private outdoor space to relax and take in all the wonderful Florida weather!

Your private retreat near Siesta Key Beach.
Completely Remodeled Private Retreat. COME RELAX, UNWIND, AND MAKE LASTING MEMORIES! From the moment you arrive, you’ll feel the calm, welcoming atmosphere that makes this property stand out. This spacious 3brm 2-bath features an amazing heated pool, a private backyard, and stylish finishes throughout. Whether you’re lounging by the heated pool, enjoying meals in the bright open-concept living space, or exploring the nearby beaches this home is perfect for an unforgettable vacation

Gulf Front! Beach Views!+ Walk to Bridge St Pier!
🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

Beautifully Remodeled Home with Pool Near Siesta
It’s all about Siesta! Newly remodeled, 2 bedrooms, 2 baths, heated pool home is located in the Gulf Gate Estate neighborhood. 2,5 miles from the famous Siesta Key Beach. Great split plan bedrooms and bathrooms. High-speed Wi-FI. Located less than a mile from Publix Grocery, Gulf Gate shopping mall, grocery store, restaurants, cafes, pubs. Walking distance from the nearest convenient/gas station-7Eleven (5min). Parking for up to 3 cars maximum. Must be at least 25 years old.

Modern 4BR Home *Heated Pool & Spa*
Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. VR24-00265

Beach, Village, Dock & Private Pool! One-of-a-kind
Fully Restored Post-Hurricane and Ready to Welcome You!! RCC in Siesta Key is a one-of-a-kind coastal cottage perfectly located between the beach, canal, and village. Enjoy a private heated pool, private dock, and one of the best locations on the island. This 1,500 square foot standalone bungalow has been fully restored with fresh post-hurricane updates. If you want a charming, private beach home with no shared walls and no condo feel, you have found the right place!

Your DreamOasisAwaits: SiestaKeyEscape with Pool!
Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

Rhodes Retreat - Beautiful Pool and Backyard Space
Bright and newly renovated home for a delightful family escape in Sarasota. Central location near beaches, shopping, and downtown, yet nestled in a serene neighborhood. Short walk to charming Amish Village of Pinecraft. Ample parking, garage, and spacious front yard. Option to book separate secondary unit. Siesta Beach 8.7mi, Lido 5.8mi. VR24-00264
Popular amenities for Siesta Key house rentals
House rentals with a pool

"The Nest" Luxury 3BR, Heated Pool, Near SK Beach!

Ground floor home 2BD2BA garage Pool Private beach

Pool Courtyard, patio w/ fire pit, 2 mls downtown

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Family Fun•POOL•Sleep 14•Game•SRQ, Ami &Beaches

Serenity Springs | Private Heated Pool + Waterfall

Beachfront Villa | Pool + Lanai | Hosts 6

Heated Pool - Just 1 mile to Beach! Updated/Fun!
House rentals with a hot tub

Quiet Retreat-5mi to Beach-Hot Tub, Outdoor Shower

Sunny Paradise w/Pool&HotTub 5 min to Siesta Key!

Be an AMI

Relax+ Jacuzzi | 9 Min to Siesta Key Beach

Stylish & Bright: Steps to Beach ~ Pool ~ Hot Tub!

The Peachy Beach House, steps to the gulf

St Armand's Mid-Century Oasis

Minutes to Siesta! 4BR 2BT Heated Pool Fenced Yard
Weekly house rentals

Siesta Key Vacation Rental

Gulf Gate Dream 2bd 2ba Htd Pool Beaches Shopping

2BR Siesta Key Villa w/Lanai - Near Pool

Sea Escape - Located in Siesta Key Village!

Oceanfront Home with Heated Pool in Fishers Haven

Cottage by the Coast 6 min to Siesta Beach!

Newly Renovated Beach-Side 1BR villa • Pool • BBQ

Sunshine House- Sarasota Pool Retreat
When is the best time to visit Siesta Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,513 | ﺩ.ﺇ1,836 | ﺩ.ﺇ2,200 | ﺩ.ﺇ1,789 | ﺩ.ﺇ1,436 | ﺩ.ﺇ1,465 | ﺩ.ﺇ1,385 | ﺩ.ﺇ1,205 | ﺩ.ﺇ1,179 | ﺩ.ﺇ1,241 | ﺩ.ﺇ1,476 | ﺩ.ﺇ1,572 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about house rentals in Siesta Key

Total vacation rentals
Explore 490 vacation rentals in Siesta Key

Nightly prices starting at
Siesta Key vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

Verified guest reviews
Over 8,180 verified reviews to help you choose

Family-friendly vacation rentals
450 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 250 rentals that welcome pets

Vacation rentals with a pool
370 properties feature pools

Rentals with dedicated workspaces
320 properties have a dedicated workspace

Wi-Fi availability
490 of Siesta Key vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Siesta Key rentals

4.8 Average rating
Siesta Key stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Havana Vacation rentals
- Tampa Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Rentals with a hot tub Siesta Key
- Waterfront rentals Siesta Key
- Family-friendly rentals Siesta Key
- Rentals with lake access Siesta Key
- Rentals with a kayak Siesta Key
- Rentals with beach access Siesta Key
- Apartment rentals Siesta Key
- Rentals with a fireplace Siesta Key
- Rentals with pools Siesta Key
- Pet-friendly rentals Siesta Key
- Rentals with a washer and dryer Siesta Key
- Beach house rentals Siesta Key
- Beachfront rentals Siesta Key
- Bungalow rentals Siesta Key
- Rentals with an EV charger Siesta Key
- Townhouse rentals Siesta Key
- Rentals with a fire pit Siesta Key
- Condo rentals Siesta Key
- Luxury rentals Siesta Key
- Rentals with outdoor seating Siesta Key
- Rentals with breakfast Siesta Key
- Villa rentals Siesta Key
- Rentals with a patio Siesta Key
- Cottage rentals Siesta Key
- Beach condo rentals Siesta Key
- Mansion rentals Siesta Key
- Fitness-friendly rentals Siesta Key
- House rentals Sarasota County
- House rentals Florida
- House rentals United States
- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Caspersen Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Manasota Key Beach
- River Strand Golf and Country Club
- Tampa Convention Center
- Englewood Beach
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Lakewood National Golf Club
- The Don CeSar
- Myakka River State Park




