
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.

Luxury 3B/3B waterfront home w/ pool + boat access
Escape to this luxurious 3BR/3BA Sarasota sanctuary! 5 minutes from Siesta Key, this Mid-Century Modern gem sits on a canal with direct Bay access (no bridges). Dive into the private pool & spa, lounge on the 1,000 sq ft porch, or relax inside on cozy furnishings. Includes a private dock, kayak/SUP/canoe, bikes, and a massive driveway for boat trailers. From the hanging bed swing to the gourmet kitchen, every detail is designed for your dream waterfront getaway. Your Florida paradise awaits!

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!

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 | Heated Pool | Sauna | Family & Pets
☞ Sauna, Fire-pit, BBQ (gas) ☞ Giant Outdoor Chess♟️ ☞ King & 2 Queen Beds ☞ Ample Parking (RV, Boat, etc) ☞ Fast WiFi 🛜 ☞ 4 Smart TVs (largest 85 inches) ☞ Gourmet Kitchen Main side ☞ Kitchenette on Guest side ☞ 2 Onsite washer + dryers ☞ 2 Outdoor Showers 》30 mins to airport 》2 mins to Siesta Key Beach Bike to America’s #1 beach, morning coffee runs, sunset rides, live music, ice cream, shops or any of the amazing restaurants in Siesta Key village.

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.

Heated saltwater pool near Siesta and Downtown
Escape to our brand-new, modern Sarasota home, perfect for families! Enjoy a private heated saltwater pool just steps from the master suite. Located minutes from the world-famous Siesta Key Beach and vibrant downtown Sarasota. This stylish oasis comfortably accommodates up to 10 guests, offering the ultimate Florida retreat with all-new furnishings and a fully equipped kitchen. Your private getaway awaits!

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. 🌴
Popular amenities for house rentals near Siesta Beach
House rentals with a pool

Private Pool +Game Room Near Siesta Key | Sleeps 9

The Palms Away

Beautifully Remodeled Home with Pool Near Siesta

Luxury Canal-Front Home + Heated Pool Near Beach

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

True Island Living House/beach/water views

Bike to Beach Double King Suites, Pool & Mini Golf

Walk to Siesta Village, Heated Saltwater Pool
Weekly house rentals

Sarasota's Luxury Oasis

"Little Siesta" - Farm home near Terra Nova

Cottage by the Coast 6 min to Siesta Beach!

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

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

Charm Beach House

Sweet Siesta Cottage

The Ashton Retreat
Private house rentals

Shore Side Suites

The Bahia. Wellness House heated pool, spa, sauna

Siesta Key Retreat 1mi to Beach!

Sarasota Tropical Place in the Heart of the Gulf!

The Siesta Key Pool House – Private Inland Oasis

Lovely Siesta Key house near beach w/ heated pool

NEW! Renovated Pool Home Mins 2 Siesta Key Beach

Florida Oasis Fully Equipped • 12 Min to Beaches
Pet-friendly house rentals

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

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!

Sea Escape - Located in Siesta Key Village!

Relax+ Jacuzzi | 9 Min to Siesta Key Beach

Boat Dock + Kayaks + Dolphins + Beaches + Hot tub!

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

Oasis by Siesta Key Beach and Downtown SRQ w/pool

St Armand's Mid-Century Oasis
Quick stats about house rentals near Siesta Beach

Total holiday rentals
Explore 300 holiday rentals in Siesta Beach

Nightly prices starting at
Siesta Beach holiday rentals start at $206 NZD per night before taxes and fees

Verified guest reviews
Over 6,060 verified reviews to help you choose

Family-friendly holiday rentals
270 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 130 rentals that welcome pets

Holiday rentals with a pool
220 properties feature pools

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wi-Fi availability
300 of Siesta Beach holiday 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
- Rentals with a patio Siesta Beach
- Pet-friendly rentals Siesta Beach
- Rentals with lake access Siesta Beach
- Rentals with a fireplace Siesta Beach
- Rentals with outdoor seating Siesta Beach
- Cottage rentals Siesta Beach
- Rentals with a fire pit Siesta Beach
- Rentals with breakfast Siesta Beach
- Apartment rentals Siesta Beach
- Rentals with beach access Siesta Beach
- Waterfront rentals Siesta Beach
- Beach house rentals Siesta Beach
- Rentals with a washing machine and dryer Siesta Beach
- Family-friendly rentals Siesta Beach
- Villa rentals Siesta Beach
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- Beachfront rentals Siesta Beach
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- Luxury rentals Siesta Beach
- Rentals with pools Siesta Beach
- Rentals with a kayak Siesta Beach
- Rentals with a hot tub Siesta Beach
- Condo rentals Siesta Beach
- Rentals with an EV charger Siesta Beach
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