1 BR | 1 BA | Sleeps 5 | Quick View
Key Amenities
About this property
Openings left in April: April 15th-30th and priced at ONLY $125 per night, already includes tax! Charming Siesta Key Condo fully furnished and ready for your visit. Bring your bathing suit and flip flops. We’ve got beach chairs and beach towels for you. Two queen beds in spacious bedroom and ...
Property Type
Siesta Key Condo
This condo was spotless and had lots of character. It is obvious the owner has paid attention to the details. We started out the day with a walk to the beach, swim and then a longer walk to town for coffee ...
4 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Welcome to Sol y Mar! A uniquely configured South Siesta Key private home with 4 bedrooms, 2 bathrooms that sleeps 8. May also be used as 2 separate units surrounded by lush gardens with a private beach access, a heated swimming pool and hot tub. Welcome to Sol y Mar. This COMPLETELY RENOVATED, single ...
Property Type
Siesta Key House
2 BR | 1 BA | Sleeps 6 | Quick View
Key Amenities
About this property
This Completely renovated in 2017 Two Bedroom, One Bath condo with a view of the beach is just steps to the white, powdered-sugar sand of Siesta Key . Here at La Siesta Condominiums you also have easy access to Siesta Village and it's numerous restaurants, specialty shops, night life and other attractions.Unit ...
Property Type
Siesta Key Condo
6 BR | 6 BA | Sleeps 16 | Quick View
Key Amenities
About this property
Welcome to Coconut Grove! A private home nestled right in the heart of the Siesta Village with the style, elegance and charm of Siesta Key. Enjoy a family home that sleeps 16, a private heated pool, and quite literally in the heart of Siesta Village!Coconut Grove features a unique combination of two ...
Property Type
Siesta Key House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Parking Space #54 Remodeled 5th Floor unit with beautiful view of the Gulf. Kitchen is updated with stainless steel appliances and granite countertops. Both bathrooms feature walk-in showers. Living room features a 50: plasma TV and unit is tiled floors throughout. Very comfortable for you relaxation ...
Property Type
Siesta Key House
1 BR | 1 BA | Sleeps 4 | Quick View
Key Amenities
About this property
1 Bedroom, King Bed & Queen Sleeper, Ground level, Screen Porch. Pool Access, WIFI *W&D access, and ground floor. Across from Canal
Property Type
Siesta Key Apartment
8 BR | 6 BA | Sleeps 24 | Quick View
Key Amenities
About this property
Welcome to The Big Kahuna! Our newly constructed luxury cottage (completion date of June 2017) has all the amenities your large group [up to 24!!!] can fathom. It also boasts the very BEST location, in the heart of Siesta Key Village, just behind Gilligan's and Lelu's Coffee Shop! Inside you’ll ...
Property Type
Siesta Key House
4 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Welcome to our beautiful and serene vacation home! A gorgeous beach cottage in a dream destination, Crescent Cottage offers a fun-filled activity-packed vacation plan with all of its great amenities, awesome location so close to the beach, and a spacious abode designed around the needs and comforts of ...
Property Type
Siesta Key House
1 BR | 1 BA | Sleeps 4 | Quick View
Distance to beach: 20 yards to Siesta Key Beach
Key Amenities
About this property
We are full turnkey condos. Our laundry facilities, gas grills around the pool, in unit cleaning supplies and dishwasher detergent are complementary. We are easily within walking distance to the Main Siesta Key beach (100 ft & across beach road to access #10) and the "Village"(most of the ...
Property Type
Siesta Key Condo
3 BR | 3.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Welcome to Serenity Cottage!A pristine and elegant home so close to the most beautiful beach in the world most would say, Serenity Cottage offers a delightful and relaxing retreat with maximum comforts in mind, and a spacious abode designed around the needs and comforts of large families traveling ...
Property Type
Siesta Key House
2 BR | 1 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Welcome to the Honey Mango Cabana! This beautiful and vibrant 2 bedroom, 1 bathroom vacation home accommodates up to 6 people. Part of Mango Manor, Honey Mango Cabana can be reserved alone or along with Juicy Mango Cabana for big families or groups. Welcome to the Honey Mango Cabana! This beautiful and ...
Property Type
Siesta Key House
3 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Welcome to Sea Esta! This private 3BR/2BA home is the perfect beach getaway to relax, unwind & take in everything Siesta Key has to offer. The best part? The Salt Life is just 1 minute (seriously!) away from Siesta Key Beach, voted the # 1 beach in the U.S! Sea Esta offers a shared heated pool with ...
Property Type
Siesta Key House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Tastefully decorated tropical view 2BR/2BA unit with washer & dryer. King bed in master, 2 doubles in guest room. 2 walk-in showers. Beach towels included. Parking Space #41
Property Type
Siesta Key House
4 BR | 4 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Welcome to West Shore! A massive gulf front penthouse located right on Siesta Beach in a newly constructed building. With amazing views, a heated pool, and enough room to sleep up to 8, it is the only way to experience Siesta Key!West Shore is a luxuriously appointed penthouse in an extremely private ...
Property Type
Siesta Key Condo
8 BR | 9 BA | Sleeps 16 | Quick View
Key Amenities
About this property
Welcome to The Seascape! The Seascape is the combination of two massive gulf front penthouses located right on Siesta Beach in a newly constructed building. With amazing views, a heated pool, and enough room to sleep up to 16, it is the only way to experience Siesta Key.The Seascape is the unique ...
Property Type
Siesta Key Condo
3 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Welcome to the Sandy Cabana!The Sandy Cabana is one half of the uniquely configured private homes called the Sandy Seahorse Cottage and it is the perfect escape in the tropics of Siesta Key. This property can be rented separately or combined to accommodate a large party! This side of the gorgeous ...
Property Type
Siesta Key House
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
WE WE HAVE THE ABSOLUTE BEST SPOT ON THE ABSOLUTE BEST BEACH! (Reuters, May 27, 2011) 7 day Sat to Sat minimum stay.You will not find a more-convenient location or a better view anywhere else on the key! To take a couple short tours, see more photos, and to make your reservation without any service fees ...
Property Type
Siesta Key Condo
1 BR | 1 BA | Sleeps 4 | Quick View
Distance to beach: 150 yards to Siesta Key Crescent Beach
Key Amenities
About this property
Welcome to our Beach Get-away...where we, The Koch Family, invite you to relax, unwind and enjoy our casual way of life. Resting just yards from the powdery-white sands of Siesta Key's world famous, award-winning Crescent Beach is our Family owned and operated Tropical Siesta Palms by the Beach. With ...
Property Type
Siesta Key Condo
Great location! Very clean. Close to the beach. Was really perfect would stay again !
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Parking Space #9 Beautifully remodeled 2 BR 2 BA. Walk-in shower & Grab Bar in MasterBath. Guest Bath also has grab bar.
Property Type
Siesta Key House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Professionally decorated and renovated, 2 bedroom, 2 bathcondominium. Access the spacious balcony for views of the gulf from the livingroom or master bedroom. You will enjoy ceramic tile throughout the unit, fullyoutfitted kitchen with granite countertops and stainless steel appliances.Enjoy the Tommy ...
Property Type
Siesta Key Condo
2 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Welcome to our Siesta Key home located directly on the world famous white sand Crescent Beach! This unit was privately owned for almost 20 years and has been recently made available for rental. Our condo was totally remodeled in the last 12 months, meticulously maintained, 2 bedroom, 2 bath, with a breathtaking ...
Property Type
Siesta Key House
2 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Welcome to The Seagull, a 2BD/2BA private condo perfectly located only 1/2 mile from Siesta Beach and located in the heart of Siesta Key Village. This spaciously designed open floorplan comfortably sleeps 8! JUST WAIT TO SEE IT! NEWLY UPDATED FURNITURE AND UPDATED PHOTOS TO FOLLOW ON 6/29! The Seagull ...
Property Type
Siesta Key Condo
Super place and had easy access to the Village.....would go back for sure!
1 BR | 1 BA | Sleeps 4 | Quick View
Key Amenities
About this property
1 Bedroom - 1 Bath, upstairs, king bed, queen and twin sleeper sofas. Opens to a screen lanai with canal view, kitchen with serving bar, WIFI, Pool Access
Property Type
Siesta Key House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Tropical View 1st floor 2BR/2BA unit with large balcony. Queen in master and 2 doubles in the guest room. Open plan dining/living room. 2 walk-in showers both with grab-bars! TV's in both bedrooms plus washer & dryer in unit! Nice kitchen! Comes with beach towels and beach umbrella! Parking Space ...
Property Type
Siesta Key House
3 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Enjoy the beautiful view from this newly remodeled and updated 3 Bedroom 3 Bath Executive Unit.2 Walk-in Showers, Flat screen TV's in all bedrooms. Washer/Dryer Parking Space #23
Property Type
Siesta Key House
8 BR | 6 BA | Sleeps 24 | Quick View
Key Amenities
About this property
Siesta Key home perfect for groups up to 24! The Nautilus, a combo of the Casa Tegula and Casa Stolida homes, is walking distance to the beach. Each cottage has 4 bedrooms, 3 bathrooms, their own heated pool and private cabanas. Welcome to The Nautilus! Our newly constructed luxury home is now accepting ...
Property Type
Siesta Key House
What a great vacation rental, just what we were looking for! Plenty of room for us all and close to restaurants, the beach and all the extras like bicycles, plenty of refrigerators etc. Definitely would ...
4 BR | 3 BA | Sleeps 12 | Quick View
Key Amenities
About this property
Welcome to Casa Ohana! Our newly constructed luxury cottage (completion date of June 2017) has all the amenities your large group [up to 12!!!] can fathom. The location is THE premier location in the heart of Siesta Key Village, just behind Gilligan's and Lelu's Coffee Shop! Inside you’ll enjoy ...
Property Type
Siesta Key House
The condo was great for our three generation family including a 3 year old and an infant. Private pool + easy walk to beach and restaurants met our needs. No parking issues to worry about. The Cottages ...
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Remodeled 2 bdrm, 2 bath condo with open kitchen, master has king bed, walk-in shower w/grab bars, guest bdrm has 2 double beds, tub/shower in guest bath w/grab bars, walk-in shower in master with grab bars. 3 TV's, 3 DVD's, stereo system, leather furniture, fully stocked kitchen, tankless water heater, ...
Property Type
Siesta Key Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Great 2BR/2BA with wonderful Gulf Views from living room, master bedroom and large balcony! Completely remodeled in Fall of 2016 with everything new! Stainless appliances, bright decor, ceiling fans and flat screen TV's in all rooms! King in master, 2 Queens in guest room and sofa sleeper in living room. ...
Property Type
Siesta Key House
3 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Welcome to our Siesta Key home located directly on the world famous white sand Crescent Beach! This unit was privately owned for over 30 years and has been recently made available for rental. Our condo is a recently updated, meticulously maintained 2515 square foot, 3 bedroom, 3 bath, 2 patio unit with ...
Property Type
Siesta Key House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Parking Space #10 Newly renovated beautiful open concept kitchen and living room. Granite counter tops throughout and beautiful glass walk-in shower in master bath with grab bar. Queen size sleeper sofa, 3 tvs, tile floors and washer/dryer. Beach towels and umbrella included.
Property Type
Siesta Key Condo
4 BR | 3 BA | Sleeps 8 | Quick View
Distance to beach: 400 yards to Siesta Beach
Key Amenities
About this property
Oh What A Great Feeling You Get When You Are Looking Out at The Relaxing Waters Of The Grand Canal. This Home Is Special With 189 Ft. Of Canal Wrapping The Back Of The Home So You Get To Enjoy The Views From Many Rooms. Open All The Patio Doors To Feel The Tropical Breeze And Get Into That Relaxed Florida ...
Property Type
Siesta Key House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Be sure to check back soon for updated pictures of this beautiful 2 bedroom/2 bath condo currently under renovation. Completion date is targeted for 2/3/18. Just in time for the upcoming season. New tile flooring throughout, new modern kitchen & bathrooms. Lovely beach decor! Convenient first floor ...
Property Type
Siesta Key Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Great 2BR/2BA with wonderful Gulf Views from living room, master bedroom and large balcony! Completely remodeled in Fall of 2016 with everything new! Stainless appliances, bright decor, ceiling fans and flat screen TV's in all rooms! King in master, 2 Queens in guest room and sofa sleeper in living room. ...
Property Type
Siesta Key Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Great Beach View 2BR/2BA that sleeps 4. Washer/dryer in unit. Shower/tub in each bath. Parking Space #21
Property Type
Siesta Key House
5 BR | 4 BA | Sleeps 12 | Quick View
Key Amenities
About this property
Welcome to The Grand Canal Cottage, one of Siesta Key's most enchanting canal-front cottages, with private heated pool & spa. This idyllic 5 bedroom/4 bathroom home is just a short walk to Siesta Key Village and 2 blocks from Siesta Key Beach, voted the # 1 beach in the USA! The Grand Canal Cottage ...
Property Type
Siesta Key House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
(downstairs) - 2 bed/ 2 bath- 1 king, 1 queen, queen sleeper, private laundry room, full kitchen including DW, heated pool, great back yard for BBQ and gathering.
Property Type
Siesta Key Condo
4 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Welcome to Isla Amor. An absolute one of kind, limited edition home located in the "heart of the Siesta Key" on the prestigous Palm Island (the island within the island). Featuring a private heated pool, near America's #1 Beach, on the Grand Canal with intracoastal bay access and a boat dock. ...
Property Type
Siesta Key House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Great 2BR/2BA with wonderful Gulf and beach Views from living room, master bedroom and large balcony! Less than 50 feet away and your feet will enjoy the sugary white power sands of the #1 beach in the US.
Property Type
Siesta Key House
4 BR | 2 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Welcome to The Palms Cottages! A gorgeous 4 bed/2 bath Siesta Key vacation home with heated pool, spa, covered lanai and views of the canal. Tropical landscape with large trees, mangroves & sea grapes. Walking distance to beach and Siesta Village! Welcome to the recently renovated Palms Cottage, ...
Property Type
Siesta Key House
2 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Sophie’s Cottage is a smart, sophisticated upscale waterfront retreat with a private heated pool with sunshelf, boat dock, and a short walk to Siesta Key Beach. Ideally, it accommodates 6, but can easily sleep up to 8 with 2 private bedrooms, and 2 bathrooms and 2 sleeping areas in the living room ...
Property Type
Siesta Key House
4 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Welcome to Sea the View! This luxurious and exquisite home features 4 bedrooms and 3 full baths, a heated pool and spa, overlooking gorgeous water views of the grand canal, with easy access to Bay and Gulf by boat, and so very close to Siesta Key Beach! The views from the living and kitchen area as well ...
Property Type
Siesta Key House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Chic and relaxed 2BR/2BA Beach View unit that sleeps 4! Washer/dryer. Grab bars in master bath. Parking Space #15
Property Type
Siesta Key House
4 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Welcome to Casa Stolida! Our newest south Siesta Key luxury cottage has all the amenities your large group - up to 12. Enjoy a private heated pool & nearby beach access. When reserved with Casa Tegula to become The Nautilus, you can sleep up to 24. Welcome to Casa Stolida! Our newly constructed luxury ...
Property Type
Siesta Key House
3 BR | 3 BA | Sleeps 9 | Quick View
Key Amenities
About this property
Welcome to Monarch Villa, a beautiful 3 bedroom, 3 bathroom townhome just steps from the beach. Along with its sister property Peacock Villa, reserve Casa de Mariposa for the ultimate corporate retreat, family reunion or destination wedding setting! Welcome to Monarch Villa! The luxurious three (3) bedroom, ...
Property Type
Siesta Key House
4 BR | 4 BA | Sleeps 12 | Quick View
Key Amenities
About this property
Welcome to The Sun Dial! An absolute one of kind, limited edition home located in a beautifully secluded private neighborhood only minutes from Siesta Key's main beach access. Featuring a private heated pool, near America's #1 Beach, on the canal with intracoastal bay access and a boat dock. You have ...
Property Type
Siesta Key Apartment
4 BR | 4 BA | Sleeps 12 | Quick View
Distance to beach: 0.3 miles to SIESTA KEY BEACH
Key Amenities
About this property
PRICE PER INDIVIDUAL UNIT. DUPLEX: 1 UPSTAIRS UNIT AND 1 DOWNSTAIRS UNIT. SHORT WALK TO VILLAGE, OR BEACH. PRIVATE HEATED POOL, TIKI HUT, GRILL, EACH UNIT HAS OWN WASHER AND DRYER IN UNIT, FULL KITCHENS, WALK TO GROCERY STORE, GIFT SHOPS, RESTURANT'S, ICE CREAM STORE AND BARS.
Property Type
Siesta Key Apartment
3 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Great 2BR/2BA with wonderful Gulf Views from living room, master bedroom and large balcony! Completely remodeled in Fall of 2016 with everything new! Stainless appliances, bright decor, ceiling fans and flat screen TV's in all rooms! King in master, 2 Queens in guest room and sofa sleeper in living room. ...
Property Type
Siesta Key House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
The Sea Wave Casita of Villa Brisa Marina is one of two beautiful casitas, uniquely configured, featuring two bedrooms, 2 full bathrooms, a gourmet kitchen and a heated pool. One of 2 homes (along with Sea Shell Casita) that are Villa Brisa Marina.The Sea Wave and Sea Shell are two separate units ...
Property Type
Siesta Key House
Had a great stay at this beautifully decorated and well equipped single storey pad. The beach is so close by as are grocery and other shops offering all you need. It really is quite special and so... ...
4 BR | 3.5 BA | Sleeps 10 | Quick View
Key Amenities
About this property
This beautiful high-tech house UNIQUE on 3 levels, has the added advantage of being at 2 minutes walk from one of the beaches ranked among the five most beautiful in the world. Located in the popular Island Circle (heart-shaped), from one of the two living rooms and kitchens you can enjoy directly the ...
Property Type
Siesta Key House
Siesta Key condo rentals in gulf coast Florida's top barrier island
Siesta Key is a barrier island in the Gulf of Mexico, off the coast of Sarasota, Florida. It’s known for its sandy beaches and friendly locals. Fine white sand and gentle gulf breezes keep visitors coming back year after year. An ideal escape for a couple looking for romance, or a family looking to escape the Disney or Panama City crowds.
Siesta Key has amazing beach front with available rentals for you. When staying in one of our Siesta Key vacation rentals instead of hotel, you’ll have much more space and privacy, plus cost savings when booking a property for a large group. Use the filters to narrow down your choices and choose the rental that calls to you.
Climate
Prevalent sunshine and gentle coastal breezes should be expected daily. Sounds incredible, right? Well, it is. With well over 300 sunny days per year, you’d be hard pressed to visit Siesta Key at a “bad time”. Low humidity makes the area comfortable, as well as warm. Bring your sunblock to protect against UV rays and don’t forget a few pairs of swim trunks, as the warm gulf waters are perfect for boogie boarding and bodysurfing.
Getting around
From November to September the Siesta Key Trolley will take you from the southernmost part of the island to the north end. The 3 open air trolleys run 7 days a week from 8-Midnight between Turtle Beach to Siesta Village. They will pass by about every 20-30 minutes. So don’t worry too much about getting around this small barrier island. Plus, bike or scooter rentals are everywhere -- so you can exercise while you move from beach to beach.
For those who drive, two bridges link the island to the mainland. The north bridge, Siesta Drive, is within the City of Sarasota and provides convenient access to the city, its business and arts districts, and to the Sarasota/Bradenton International Airport via US Highway 41. The south bridge, Stickney Point Road, provides access to south Sarasota County and a direct route to Interstate 75.
Top activities and attractions
Let’s be serious: you’re visiting Siesta Key for the pristine beaches along the 35 miles of coastline. Here are the names to remember: Siesta Beach, Turtle Beach, and Crescent Beach. Each features soft quartz sand and warm gulf seas. The sand is cool on your feet, so you can take an extended walk by the ocean without fear.
Siesta Beach has relatively shallow waters and it is monitored by lifeguards year-round. Plus, there’s plenty of room to spread out and enjoy a long, relaxing day. Turtle Beach is the most active (think volleyball net and horseshoe pits) while Crescent Beach is known for its seclusion and relaxed atmosphere.
Just off the southern tip of Crescent Beach is Point of Rocks, one of the best places for snorkeling and underwater exploration along the Gulf Coast beaches. It is made up of large chunks of limestone covered with coral and sponges and a range of sea life inhabit these underwater formations.
Bring your clubs here, too. With over 100 golf courses in the area you’ll want to take advantage of the sunny days out on the links. There’s ample opportunity for water sports for those who shun dry land. Visitors can find companies offering kayaking, paddle boarding, deep sea fishing and much more.
Just north of Siesta Beach, Siesta Key Village has many stores ranging from hip and funky to high-end boutiques and, of course, we wouldn't be a beach town without the beach accessory and souvenir shops.
Events
If you love carefully constructed creations, visit in May for the sand castle competition. Local sand artisans and amateurs try their hand at creating jaw-dropping scenery out of sand.
Every Sunday there’s the Drum Circle featuring a cacophony of sound from various instruments performed by locals and tourists. Enjoy a stroll through the galleries of Palm Avenue on the first Friday of every month. In addition to fine galleries, this area along lower Main Street is known for its unique variety of shops and restaurants.
In April, the aptly named Siesta Fiesta takes place. Stroll along the beach while enjoying fine art and handmade crafts from 200 of the nation’s most talented artists and crafters. Showcasing an extensive collection of work ranging from life-size sculptures, spectacular paintings, one-of-a-kind jewels, photography, ceramics and more, this show truly has something for anyone. Complete with an additional green market, this spectacular show also features plants, body products, and tasty dips.
Siesta Key house rentals on FloridaRentals.com
Booking a condo for rent in Siesta Key on FloridaRentals.com can save you up to 20% over our competitors. Plus, we have a wide array of inventory appealing to any group size or traveler tastes. Happy planning!
