
House rentals near Siesta Beach
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Top-rated house rentals near Siesta Beach
Guests agree: these stays are highly rated for location, cleanliness, and more.

5 minutes to private Siesta Key Beach + 2 pools
Escape to this luxurious 1st-floor condo on Siesta Key, just 5 minutes from the award-winning Siesta Key Beach. Enjoy private access to its soft, white sand and turquoise waters. Perfect for families, the condo offers two heated pools, lighted tennis and pickleball courts, a fishing pier, gym, and sauna for endless fun and relaxation. Nestled in a tropical setting, it’s the ideal spot for your beach vacation, staycation, or a peaceful getaway. Everything you need for an unforgettable experience!

Living The Dream: Heated Pool + Mini Golf +Swings
BNB Breeze Presents: Living The Dream! From the swings at the dining room table and the neon sign, to the moss wall and the private putt-putt course, Living the Dream is fully loaded and is the ultimate luxury vacation home! Located just 15 minutes away from both Lido Key and Siesta Key Beach, the stay includes: ✔ Backyard Putt-Putt Course ✔ Saltwater Heated Pool - heated at NO extra cost from Nov 21 - April 1st ✔ Super Kid Friendly ✔ Jura Espresso Machine ✔ 65" Frame TV w/ Youtube TV Included

The Turtle Nest-Lanai w/Hot Tub+5mi to beach
🐢Come and relax at this peaceful, tropical, and romantic oasis. "The Turtle Nest" is a single family home located in the heart of Sarasota; only 5 miles to the Siesta Key Beach! It offers 3 bedrooms, 2 baths and can sleep up to 6. Picture a screened lanai, your own juicy star fruit, complete with a bubbling hot tub and a sizzling grill. The outdoor setting is private-the yard is surrounded by palms and fruit trees. Your stay here is destined to be a blend of comfort, delight, and rejuvenation.

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.

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!

Tropical Oasis Heated Pool Hot Tub Near Siesta Key
Escape to The Funky Fish House! Your private 2BR/3BD/2BA tropical oasis boasts a heated saltwater pool, bubbling hot tub, outdoor shower, and BBQ grill for endless fun, relaxation, and sun-soaked adventures. Just 5 miles from world-famous Siesta Key Beach and steps from Trader Joe’s, this elegantly renovated, fully stocked, stylish retreat invites families or couples to lounge, entertain, soak up the Florida sunshine, and enjoy the ultimate Sarasota vacation in absolute comfort and style!

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!

Pool Courtyard, patio w/ fire pit, 2 mls downtown
Enjoy this unique courtyard-style Spanish colonial home just steps to Sarasota Bay and 2 miles from downtown. The property consists of a 2 bed / 1 bath main house AND a detached studio. Everything pictured is yours to enjoy, nothing is shared. The houses are separated by a quaint & private pool courtyard w/ outdoor shower. Capture a photo of the local peacocks, eat fresh mangos from the yard, catch a sunset over the bay, or enjoy the sun by the pool listening to the Zen fountains.

Sarasota Escape | Minutes to Beaches + Downtown
HEATED POOL + ECO FRIENDLY. Relax with the whole family or bring that group chat trip to life at this peaceful retreat in the heart of Sarasota. Boasting a spacious and nature-inspired design, this home is a short drive to several world class beaches, the downtown Sarasota arts district, 5 star dining, shopping and more. The home is also located within walking distance of a park complete with playground, public pool, tennis + basketball courts, workout area and walking trails.

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!

Hyde Park/Southside Village Modern 5 Star Home
BEST LOCATION/BEST VALUE ON 5 STAR HOME All 5 Star Reviews! Love This Location! Recently fully remodeled home. Three blocks to Southside Village, Morton's Market, fantastic shops and restaurants. Beautiful Arlington Park is down the street with pool, tennis, walking trails and dog park. 7 Minute Drive to Siesta Key or Downtown. **We love and welcome small dogs in our home. We need them declared at the time of booking. There is a small pet fee.
Popular amenities for house rentals near Siesta Beach
House rentals with a pool

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Southern Exposure~2 Homes from Beach! Heated Pool!

Luxurious Private Retreat - Your Siesta Key Oasis!

Your private retreat near Siesta Key Beach.

The Palms Away

Beautifully Remodeled Home with Pool Near Siesta

Private Pool - Beach 100 steps, Village 5-min walk

Private Siesta Beach House Oasis with Heated Pool.
Weekly house rentals

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

Sun-filled cottage with pool, walk to beach

Luxury Siesta Key Beach Condo Steps from the Sand

Siesta Key Escape-8 min to the beach,Spa,Bikes,BBQ

Coastal Retreat near Siesta Key Beach and Downtown

Luxury Canal-Front Home + Heated Pool Near Beach

New | Ocean View, 1min Walk Beach/Village, Hot-tub

Beautifully updated home 7 min to Siesta Key Beach
Private house rentals

Gulf Beach Front! Walk to Restaurants + Pier!

Paradise on Prospect w/ Htd Saltwater Pool

Serene 3BR family retreat | Firepit & POOL

Casa Del Mar - Luxury Home w/ Private Heated Pool!

Heated Pool, Elevator, Dock, Waterfront, Fire Pit

Heated Pool Near Downtown & Siesta Key Beach

Mid-Century Modern, Pool, Mins to Siesta Key Beach

Siesta Key private pool house/ beach!
Pet-friendly house rentals

2BR/2BA home w/ heated pool, 5 min to Siesta Key!

Location! Siesta 1 mile away. Home with HOT SPA.

Waterfront Retreat | Heated Pool & Boat Dock

Tropical Oasis SRQ. Cats and Dogs welcome.

Pool house with outdoor shower, 10 minutes from SK

Coastal Home in Sarasota-8min from Siesta Key

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

5Stars Tiki, Heated Pool, Close to Beaches and ALL
Quick stats about house rentals near Siesta Beach

Total vacation rentals
Explore 270 vacation rentals in Siesta Beach

Nightly prices starting at
Siesta Beach vacation rentals start at G$23,030 GYD per night before taxes and fees

Verified guest reviews
Over 5,630 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 120 rentals that welcome pets

Vacation rentals with a pool
200 properties feature pools

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wi-Fi availability
270 of Siesta Beach vacation rentals include wi-fi access

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

4.8 Average rating
Siesta Beach stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Luxury rentals Siesta Beach
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