House rentals near Siesta Beach

4.88 out of 5 average rating, 162 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

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!

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.

4.97 out of 5 average rating, 30 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.

4.95 out of 5 average rating, 66 reviews

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

Welcome to the Siesta Stunner! This 1950s pool home has been completely rebuilt w/ designer finishes & high ceilings throughout. A short walk or bike ride will get you onto Siesta Key & the house is walkable to both Publix & the Siesta Key Mall! The open floor plan includes 3 well appointed bedrooms, a media room, a dining area & central living room & a chef's kitchen. The private backyard is fully fenced & offers a new heated saltwater pool w/ outdoor dining, & new astro turf putting area.

Top Guest favourite

5 out of 5 average rating, 24 reviews

Sarasota Escape | Minutes to Beaches + Downtown

HEATED POOL. NONTOXIC + 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.

5 out of 5 average rating, 9 reviews

Toes In The Sand | Private Pool, Walk to Beach!

Exclusive Amenities Include: • Private Heated Pool • 3 Minute Walk to Siesta Key Village • 1 Minute Walk to Siesta Key Beach • Outdoor Lounge Area • Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer • Starter Pack of Toiletry Essentials • Starter Pack of Home Essentials • Beach Towels, Chairs, Cooler, & Caddy • Gas Grill • Enhanced cleaning protocols by our CottageClean Team • Island Shuttle Transportation Available • Dog Friendly (1 dog up to 25 lbs with an additional fee)

Superhost

4.82 out of 5 average rating, 17 reviews

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

Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.

5 out of 5 average rating, 35 reviews

Tropical Paradise W/Heated Pool

Make some memories at this unique and family-friendly place. Enjoy this lush and tropical pool area that will almost make you forget that a highly rated sometimes rated #1 Beach is just steps away! Provided for you are all the necessary beach items like beach towels and chairs and more! If you are looking for a little more space there is also a 1 bedroom 1 bath Cottage right next door that can be rented as well. Please inquire to see if we have both open at the same time.

4.98 out of 5 average rating, 59 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.

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!