
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.

Star Fish. 3 Bed 2 Bath. POOL. Daily Rentals
Welcome to our 3 Bedroom 2 Bathroom Siesta Key Beach House. Full kitchen. Walk to beach. We provide chairs & towels for the Beach Walk to Beach access #12 on Siesta key Lots of places to eat and drink, close by. Free WIFI Daily, Weekly rentals. Swimming Pool on site King Bed in Master bedroom, Bedroom 2 and 3 both have Queens This home is in a great location and it is only a short walk to shops , restaurants and Beach. This home has 2 x 1 bedroomed units attached and is great for families

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 & beaches 7 days/wk. 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 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!

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

Siesta Key Beach & Village 2BR/2BA Steps to Beach
This charming tropical 1,320 sq.ft. 2 bedroom 2 bath home is located in the heart of Siesta Key Village. You will be within a 2 minute walk to Siesta Key Beach and Siesta Village. With a beach house décor and equipped with 3 smart TVs, WIFI, cable, refrigerator, microwave, W/D, grill, beach chairs, toys for the kids, beach wagon, 1 queen bed, 2 twin beds and sleeper queen sofa. This private beach home has everything you need for a beach vacation. Local ownership.

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!

Siesta Key Quaint Beach House
This home, built in the 1950’s, has old Florida highlights including cypress wood walls and terrazzo floors located in a peaceful neighborhood. It is all on one level and sleeps 4 adults with a private patio including a gas grill. It’s only a 5 minute walk to Siesta Key beach and includes a beach cart, chairs, umbrella, towels and a cooler. Only a 10 minute walk or 2 minute ride to the village with shops, restaurants, music and nightlife.

Beach, Village, Dock & Private Pool! One-of-a-kind
Rad’s Cozy Cottage – Siesta Key Private Home. Enjoy a heated saltwater pool, canal-front dock, and putting green at this one-of-a-kind tropical getaway. Steps from Siesta Village (shops, restaurants, nightlife) and the powdery-white sands of Siesta Key Beach. Fully updated 2BR/1.5BA cottage with modern kitchen, AC, Wi-Fi, and washer/dryer. Sleeps 6 (king + 2 twins + sofa). Book your island paradise!

Sunny Paradise w/Pool&HotTub 5 min to Siesta Key!
Family-Friendly 3BR Home w/ Private Heated Pool, Hot Tub & Backyard– Near Siesta Key! Located just minutes from world-famous beaches, and a wide variety of dining, shopping, and entertainment options, this home is the perfect base for your Sarasota vacation. Whether you’re planning a family trip, a couples’ retreat, or a friends’ getaway, you’ll love the blend of comfort, convenience, and fun!

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. 🌴

Colorful & Comfy Beach Gem: ~ Pool ~ Hot Tub ~ BBQ
Step into this stylish 2BR 2BA beachfront oasis in Siesta Key, just steps from the sunny beach, restaurants, shops & local attractions. Enjoy a colorful, modern design, private outdoor amenities, shared pool the perfect setting for a memorable Florida getaway. ☀ Shared pool ☀ BBQ ☀ Steps From Beach ☀ Tiki Hut ☀ Private Hot Tub ☀ wi-fi
Popular amenities for Siesta Key house rentals
House rentals with a pool

Sarasota's Luxury Oasis

Private Pool +Game Room Near Siesta Key | Sleeps 9

Siesta Key Retreat 1mi to Beach!

Heated pool & Infrared Sauna, 2 min to beach

Private Siesta Beach House Oasis with Heated Pool.

Private Heated Pool Retreat for Two Families

NEW! Renovated Pool Home Mins 2 Siesta Key Beach

Outdoor Coastal Living: Pool, Hot Tub, Patio, Dock
House rentals with a hot tub

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

Sun-filled cottage with pool, walk to beach

Relax+ Jacuzzi | 9 Min to Siesta Key Beach

The Blessing House- Htd Pool/Spa, Close to Beaches

Private Heated Saltwater Pool & Spa 1 mi to Beach

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

Charm Beach House

Siesta Key House, Pool & Hot Tub, 1 mile to beach
Weekly house rentals

Luxury waterfront, walk beach, heated pool, kayaks

NEW! Coconuts 106! Beach Front! Heat Pool!

Mimosa | Steps From Beach & Siesta Key Village!

Cottage by the Coast 6 min to Siesta Beach!

Stunning New 3 bed 3 bath pool home by Siesta Key!

Beachfront 180-Degree View, Walk to Village!

The Siesta Key Pool House – Private Inland Oasis

Lovely Siesta Key house near beach w/ heated pool
When is the best time to visit Siesta Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$86,399 GYD | G$115,268 GYD | G$119,871 GYD | G$101,879 GYD | G$81,796 GYD | G$83,470 GYD | G$78,868 GYD | G$68,617 GYD | G$67,153 GYD | G$70,709 GYD | G$84,098 GYD | G$89,537 GYD |
| 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 520 vacation rentals in Siesta Key

Nightly prices starting at
Siesta Key vacation rentals start at G$18,828 GYD per night before taxes and fees

Verified guest reviews
Over 8,690 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 250 rentals that welcome pets

Vacation rentals with a pool
390 properties feature pools

Rentals with dedicated workspaces
350 properties have a dedicated workspace

Wi-Fi availability
520 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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