House rentals near Siesta Beach

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Top-rated house rentals near Siesta Beach

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Guest favourite

Home in Sarasota

4.88 out of 5 average rating, 160 reviews

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!

Top guest favourite

Home in Siesta Key

5 out of 5 average rating, 21 reviews

Siesta Key Retreat 1mi to Beach!

Plan your SW Florida retreat to this spacious 3-bedroom, 2-bath oasis, w/ private caged pool, nestled on a quiet, peaceful street, a perfect vacation getaway for families/groups seeking relaxation and fun! Ideally located in the heart of Siesta Key a little over a mile from the #1 Beach in America! With the prime location near shops, entertainment, & 4 minutes to Siesta Beach. This charming coastal home offers smart TV in every room & a suite of variety teas/coffee pods & fully stocked kitchen!

Guest favourite

Home in Sarasota

4.96 out of 5 average rating, 71 reviews

True Island Living House/beach/water views

Charming Bayfront Home in heart of Siesta Key. 3 bdrm/3.5 bath, full water views, spectacular sun rises, private, gas heated pool, boat dock/ lift, outdoor sitting area /lush tropical landscape. Open floor plan, contemporary decor, gas fireplace, hardwood floors throughout, updated kitchen, stainless steel appliances, granite counters and a full walk-in pantry. 2 Master Suites upstairs and one guest bdrm on main floor. Washer and dryer inside, 3 TV’s. Outdoor shower. Fishing. Parking for 2 cars.

Superhost

Home in Siesta Key

4.6 out of 5 average rating, 5 reviews

Villa Vista Mare | Gorgeous Home w/ Views of Gulf!

Exclusive Amenities Include: • Semi Private Heated Pool • Breathtaking Gulf Views on 2nd Story Balcony • Less than .7 miles to Siesta Key Village • Less than 20 ft to Siesta Key Beach • 3 Bedrooms, 3 Full Baths • 2 Queen Beds, 1 Twin Trundle Bed, 1 Queen Sleeper Sofa (Sleeps 8) • Spacious Balcony Area • Two Story Convenience Elevator for luggage, groceries and personal gear with Access to Floors 1 & 2 • Private 2 Car Garage • Free WiFi & HDTV’s • Regular & Keurig Coffee Maker, Dishwasher, Wash

Guest favourite

Home in Sarasota

4.97 out of 5 average rating, 29 reviews

Right on the bay! Heated pool! King bed

Conveniently located near plenty of Sarasota's shopping and dining areas, your new home away from home is nice and isolated, surrounded by gorgeous views and just a quick walk from the waters of Sarasota Bay. You will have whole house except two rooms which will be locked and no one will be there. One bedroom with a king size bed and sleeping sofa in the family room (if more than two guests coming). Full size kitchen, two family rooms, pool and gorgeous view on the salty bay for nature lovers.

Top guest favourite

Home in Sarasota

5 out of 5 average rating, 94 reviews

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!

Guest favourite

Home in Sarasota

4.89 out of 5 average rating, 19 reviews

Coastal Calm - 3BD/2BA Heated Pool Near Beaches

Just a short drive to Siesta Key Beach, Downtown Sarasota, and top local attractions! Explore Marie Selby Gardens, rent a boat to go fishing, visit UTC for shopping and dining experiences, see animals at Jungle Gardens, indulge in Amish cooking at Pinecraft Amish Village, and more! Enjoy time together at local family parks, great restaurants, and vibrant churches like South Shore Community Church. We've thoughtfully equipped our home to make your stay as fun and comfortable as possible!

Guest favourite

Home in Sarasota

4.94 out of 5 average rating, 159 reviews

Newly Renovated Ranch Minutes From Beach/Downtown

Newly renovated cozy home with all new furnishings and appliances. 2 bedrooms 1 bathroom with an eat in kitchen, sun room, and comfy living room. Stream shows or work virtually with our high speed WIFI. Grab the beach chairs and umbrella to enjoy Lido Key or Siesta Key Beaches both within a short drive. Wind down & grab drinks/dinner in downtown Sarasota or relax in the backyard. Several golf courses near-by or catch Orioles spring training at Ed Smith stadium within walking distance.

Guest favourite

Home in Sarasota

4.93 out of 5 average rating, 122 reviews

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.

Guest favourite

Home in Siesta Key

4.98 out of 5 average rating, 58 reviews

Quiet luxury on Siesta Key!

Enjoy a tranquil vacation at this Siesta Key paradise 3 bedroom 3.5 bath private home with an oversized heated pool. Pulling up to the lush tropical landscaped property, you will be greeted by its Key West style exterior. The outdoor section features a Grill and BBQ setup which will allow you to enjoy the view of the pristine pool area while you prepare your outdoor feast. The house is located on the north end of Siesta Key with easy access on and off the island.

Top guest favourite

Home in Sarasota

4.95 out of 5 average rating, 21 reviews

The Ashton Retreat

The Ashton Retreat - A Vibrant & Chic Cottage Near the Beach Welcome to The Ashton Retreat, a beautifully restored 1925 cottage where vintage charm meets modern comfort! Nestled 5 minutes from Siesta Key this hidden gem is your perfect tropical escape in Sarasota. Whether you're here for a fun beach getaway, a romantic retreat, or a peaceful escape, our cottage is the perfect place to unwind while staying close to all that Sarasota has to offer.

Guest favourite

Home in Sarasota

4.93 out of 5 average rating, 134 reviews

The Sand Castle - Backyard Oasis Mins from Siesta!

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 ask for!