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

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!

Backyard Oasis, Htd Pool/Hot Tub, Beaches, No Fees
Welcome to Siesta Fiesta, where dreams of relaxation become reality. With the backyard heated pool and hot tub, you have your own oasis to channel inner peace. If you’re feeling froggy, hop over to the beaches, take a kayak tour through the mangroves, a beautiful chartered sunset cruise, or try some of the local eateries that guests rave about! Whether you want to stay in, or go out, this home offers you everything you could need or want and will satisfy for pure relaxation or adventure!

Beach Retreat•Renovated Pool Patio•Near Siesta Key
Stay at one of Sarasota’s top-rated Airbnbs, perfectly centered between the ever famous Siesta Key and several other stunning beaches. Lounge by the newly renovated heated pool with upscale chaise lounge chairs, lush garden views, and a stylish patio with ample seating. Inside, enjoy a modern, beach vacation themed design with an open layout, fully stocked kitchen, fast WiFi, and Smart TVs in every bedroom. Your on-site Superhost is nearby but works full time and gives total privacy.

2 BR House 1.6 miles from Siesta Key Beach
Discover the charm of Sarasota in our newly remodeled 2BR/1BA vacation home. Just 1.6 miles from beautiful Siesta Key Beach! Enjoy your morning coffee on a brick patio surrounded by flowers and sunshine. Our comfy beds, blackout curtains, and quiet neighborhood ensure a sweet deep sleep. FIOS wifi and three smart TVs; a fully-equipped kitchen; and a sparkling new bathroom with two sinks, huge mirror, and marble shower offer all the comforts and convenience of home. We welcome you!

[escape to paradise] siesta key beach getaway
Walk to siesta beach from this stylish village house. Perfect for couples & group trips. The home is in a central location on Siesta key. Walking distance to Siesta Key village and beach access 7 (1/2 mile). Enjoy the oversized private patio and with garden views or hop on a bike to siesta beach in less than 5 minutes. Both Siesta Key village and Beach access 7 are less than 1/2 mile from the home. Bikes available onsite ($40 per bike per stay) Pet fee $95

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!

Oasis by Siesta Key Beach and Downtown SRQ w/pool
Enjoy Sarasota in one of the most desirable neighborhoods by Siesta Key! Truly an elite location, take Siesta Dr down to the well-documented #1 beach in the US in around 10 mins. Flourishing Downtown Sarasota is just 5 mins away. The house features a brand new heated pool, fenced in back yard with pavers, open concept living, beautiful kitchen with everything you need, upgraded bathrooms and plenty of space for a big family. We look forward to hosting you and yours!

Newly Reno Cozy 1BR w/ Pool - Walk to Gated Beach
Newly renovated gated beach access apartment with a pool. This is a one bedroom and one bath apartment that makes up one unit in a quadplex. It is on a very quiet private road that leads to a gated beach access way that only residents on this street have access too. The house was completely redone and has all new furniture, sheets, pillows, towels, etc. The pool area was just upgraded with new pool/deck furniture.

Siesta Beach home w/ private access, walk to town!
Welcome to your own private getaway directly on Siesta Beach! Meticulous, updated unit with amazing location to the village and access to tow You will literally, walk out your door, down the steps, and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedroom 3 bathroom beachfront home with Gulf views that sleeps 8.

Spacious Luxury Home • near Siesta Key and DT
This charming and spacious 3BR/2BA house is situated on a traffic-free street and offers a luxurious yet cozy feel with high-beamed ceilings and inviting details. The property is conveniently located just 7 miles away from Siesta Key beach, 6 miles away from Lido Beach, and 2.5 miles away from Downtown. Savor your morning coffee on the lanai and explore nearby shops and restaurants with just a 7-minute drive.

Waterfront Pool Home Steps to Beach
Escape to our waterfront oasis on Anna Maria Island! This bright, updated home features a private heated pool, hot tub, and dock. Perfect for families, it's just a 5-minute walk to the world-renowned Gulf beaches. Enjoy stunning sunrises, a dedicated workspace, and modern coastal decor. Explore the island with ease via the free trolley. Your perfect getaway awaits!

Turtle Nest: Private Oasis w/Hot Tub+5 mi to beach
🐢Escape to 'The Turtle Nest,' a peaceful 3BR/2BA Sarasota oasis for 6. Just 5 miles from Siesta Key Beach, this private home is perfect for families or romantic getaways. Enjoy a lush backyard with a bubbling hot tub, a dedicated workspace, and all the beach gear you need for a seamless tropical retreat. Your perfect Florida vacation starts here!
Popular amenities for Siesta Key house rentals
House rentals with a pool

The Sand Castle - Backyard Oasis Mins from Siesta!

Salty Harbor AMI pool retreat near the Beach

Your private retreat near Siesta Key Beach.

Cozy 2BD/2BA with Heated Pool Near Siesta Key

Trendy & Relaxing: Close to Beach ~ Pool ~ Hot Tub

Siesta Key, FL - Casa Berano

NEW! Renovated Pool Home Mins 2 Siesta Key Beach

New Villa on Siesta Key! Pool & Walkable to Beach
Weekly house rentals

Ground floor home 2BD2BA garage Pool Private beach

Siesta Key Vacation Rental

Beachfront Complex! Heated Pool~Pool View! Updated

The Palms Away

Siesta Sands 1 Mile to Beach

Serenity Springs | Private Heated Pool + Waterfall

Ben's Bungalow | 8 min to Siesta Key | Gigabit Wifi

Newly Renovated Beach-Side 1BR villa • Pool • BBQ
Private house rentals

Gulf Front! Beach Sunsets+ Walk to Bridge St Pier!

Palm Breeze Luxury•Heated Pool -Great for Families

Magical Secluded Retreat

Oceanfront Home with Heated Pool in Fishers Haven

Walk to Siesta Key Beach 100 feet!

Cottage by the Coast 6 min to Siesta Beach!

Lovely Studio |6 miles to Siesta Key Paradise

Private Heated Pool Retreat for Two Families
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!
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- John's Pass
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Anna Maria Public Beach
- Bean Point Beach
- Jannus Live
- Manasota Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- Gulfport Beach Recreation Area
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- Myakka River State Park
- The Don CeSar
- Lakewood National Golf Club




