- Peppertree Bay
- Peppertree Gulfside
- Polynesian Gardens
- Private Homes
- Private Homes, Siesta Isles
- Private Homes, Siesta Key Village
- Private Homes: Palm Island
- Private Homes: Siesta Village
- Provincial Gardens
- Sandbox on the Beach
- Sandy Cove
- Sara Sea
- Sarasota By The Sea
- Sarasota Surf & Racquet Club
- Sea Club II
- Sea Crest
- Sea Shell
- Sea Winds
- Shells On Siesta Key
- Siesta Beach House
- Siesta Breakers
- Siesta Dunes
- Siesta Palms by the Beach
- Siesta Sands
- Siesta Shores
- Summer Cove on Siesta
- Sun & Sea Island Hideaway
- Sunrise Cove
- Sunset Point
- Sunset Royale
- Tortuga
- Twin Banyan
- Twin Palms
- Vista Hermosa
- Whispering Sands
- White Sands Village
- Aloha Kai
- Anchorage
- At The Beach Apartments
- Banana Bay Club Beachside
- Banana Bay Club Waterside
- Banyan Tree Beach Resort
- Bay Oaks
- Bay Tree Club
- Beach Villas
- Beachaven
- Boca Siesta
- Calle Minorga
- Casa Blanca
- Casa Mar
- Casa Siesta
- Casarina
- Castaway Cove
- Cozy Cove
- Crescent Arms
- Crescent Royale
- Crescent Siesta Key
- Crescent Towers
- Crystal Sands
- Ebb Tide
- El Presidente
- Excelsior Beach
- Fisherman's Cove
- Fisherman's Haven
- Gulf & Bay Club
- Gulf & Bay Club Bayside
- Gulf Haven
- Gulf Holiday
- Gumbo Limbo
- Harbor Towers Yacht & Racquet Club
- Harbour Towne Yacht Club
- Horizons West
- House of the Sun
- Inlets
- Island House
- Island Reef
- Jamaica Royale
- La Siesta
- Midnight Cove
- Midnight Cove Bayside
- Midnight Cove II
- Midnight Sea
- Moorings
- Our House at The Beach
- Palm Bay Club
- Other Siesta Key Properties
- Siesta Key
This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation
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Siesta Key Vacation Rentals Show this location only Back to top
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First Floor Condo Right on Siesta Key Beach
3BR/2BA
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Sleeps 5
– Other Siesta Key Properties #245390ha
$3800 per month
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Nice Condo, in a Great Location Across from Beautiful Seista Key Beach
2BR/2BA
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Sleeps 6
– Other Siesta Key Properties #359939ha
$60 - $146 per night
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Siesta Jewel Villa Unit 1
1BR/1BA
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Sleeps 4
– Other Siesta Key Properties #3003070ha
$83 - $139 per night
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Best-Equipped Apartments on Siesta Key Just 3 Minutes Walk from Private Beach
2BR/1BA
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Sleeps 4
– Other Siesta Key Properties #528993ha
€569 - €855 per week - EUR
- Great Location, as Close to the Beach as You Can Get 2BR/2BA – Sleeps 6 – Other Siesta Key Properties #932030ha
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Luxury Waterfront House with Pool and Privat Boat Dock
4BR/3BA
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Sleeps 8
– Other Siesta Key Properties #431446ha
$2007 - $3250 per week
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Walk to Beach and Siesta Key Village Home with Heated Pool
4BR/3BA
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Sleeps 8
– Other Siesta Key Properties #981422ha
$250 - $550 per night
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Siesta Key Vacation Condo Rental with Beach Access and Pool
2BR/1BA
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Sleeps 4
– Other Siesta Key Properties #960830ha
$710 - $1170 per week
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Charming, Private Cottage Just Steps Away from Award Winning Crescent Beach
2BR/2BA
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Sleeps 6
– Other Siesta Key Properties #981720ha
$732 - $1099 per week 7 night min stay
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Comfortable 2 Bedroom - 2 Bath Condo-Quick Walk to Siesta Key Beach
2BR+/2BA
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Sleeps 4
– Other Siesta Key Properties #292395ha
$103 - $125 per night
- Relaxed, Island-Style Living in a Quiet Beach Neighborhood! 1BR/1BA – Sleeps 4 – Other Siesta Key Properties #327068ha
- Spacious, Cresent Beach View, Updated Condo in Luxurious Cresent Royale 2BR/2BA – Sleeps 8 – Other Siesta Key Properties #177291ha
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Lovely Canal Front Home with Heated Pool, Steps to the #1 Beach in the USA
3BR/2BA
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Sleeps 8
– Other Siesta Key Properties #2039124ha
$978 - $1990 per week
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Just 500m from the Beach, 2 Bedrooms, 2 Bathrooms, Swimming Pool, Tropical Garden
2BR/2BA
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Sleeps 2-4
– Other Siesta Key Properties #2032440ha
$5143 - $6214 per month
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Breathtaking Views of Gulf!
3BR/2BA
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Sleeps 8
– Other Siesta Key Properties #3011942ha
$425 - $495 per night
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Contemporary Living, Luxury Condo-One Month Minimum Stay
2BR/2BA
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Sleeps 4
– Other Siesta Key Properties #941284ha
$4000 - $5000 per month
- Siesta Key Beach Villa 1BR+/1BA – Sleeps 4 – Other Siesta Key Properties #166106ha
- Steps from Beach with Gulf Views 1BR/1BA – Sleeps 4 – Other Siesta Key Properties #119684ha
- 2 BR Condo Just Steps from the World's No. 1 Beach; with Pool 2BR/2BA – Sleeps 5 – Other Siesta Key Properties #826734ha
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Siesta Beach with Gorgeous Sunsets in Siesta Key
2BR/2BA
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Sleeps 4
– Other Siesta Key Properties #339825ha
$1165 per week
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Relaxation in Siesta Key
3BR/3BA
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Sleeps 6
– Other Siesta Key Properties #927198ha
$933 - $1500 per week
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Villa Siesta, Waterfront Intracoastal Waterway Villa; Dock; Pool; Walk to Beach
2BR+/2BA
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Sleeps 5-6
– Other Siesta Key Properties #966553ha
$117 - $250 per night
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Private Home Away from Home on Canal W/ Dock
3BR/2BA
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Sleeps 7
– Other Siesta Key Properties #3482998ha
$3000 - $4500 per month
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Newly Renovated Canal Front Home in Walking Distance to the #1beach in the Us
2BR/2BA
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Sleeps 2-4
– Other Siesta Key Properties #2032444ha
$6857 - $7714 per month
- 'F a M I L Y - F R I E N D L Y' Luxury Condo on Crescent Beach 1BR/1BA – Sleeps 5 – Other Siesta Key Properties #384501ha
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Vacation Condo 1 Mile to Siesta Key
2BR/2BA
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Sleeps 4-5
– Other Siesta Key Properties #3575596ha
$525 per week 7 night min stay
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Beach Condo
2BR/2BA
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Sleeps 2-6
– Other Siesta Key Properties #3535329ha
$805 - $1045 per week 7-30 night min stay
- Sunset Royale Luxury Condo #208 in Siesta Key 1BR/1BA – Sleeps 4 – Other Siesta Key Properties #389113ha
- Tropical Relaxing Vacation Condo 2BR/1BA – Sleeps 5 – Other Siesta Key Properties #902744ha
- Fully Updated Suites Steps to Siesta Key Beach and the Village 2BR/1BA – Sleeps 6 – Other Siesta Key Properties #381173ha
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Siesta Key Vacation Retreat!
2BR/1BA
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Sleeps 4-5
– Other Siesta Key Properties #3486932ha
$2500 per month
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Adorable Condo Just Steps to the Gulf Beach and Siesta Key Village.
1BR/1BA
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Sleeps 4
– Other Siesta Key Properties #3011843ha
$425 - $800 per week
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Apartments on Siesta Key
1BR/1BA
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Sleeps 2
– Other Siesta Key Properties #2020452ha
€47 - €57 per night - EUR
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2012 Renov Condo at # 1 Beach USA (2 Week Minimum!)
2BR/2BA
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Sleeps 4
– Other Siesta Key Properties #2055036ha
$129 - $196 per night
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Golf of Mexico View in Siesta Key
2BR+/2BA
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Sleeps 6
– Other Siesta Key Properties #927813ha
$817 - $1200 per week
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Grand Accomdation on USA #1 Beach - Siesta Key Fl
2BR/2BA
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Sleeps 5-6
– Other Siesta Key Properties #342403ha
$93 - $138 per night
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First Floor Condo Right on Siesta Key Beach
3BR/2BA
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Sleeps 5
– Other Siesta Key Properties #245390ha
Overview of Siesta Key Vacation Rentals
Siesta Key Condos: Create Your Dream Vacation with Ease
Just off the coast of Sarasota, Florida, you’ll find the beautiful barrier island called Siesta Key. If you are looking for the whitest beaches and the most tropical atmosphere in Florida, then you’ll find it here. Forego bland hotels and make your vacation plan more exciting – Siesta Key condos are the perfect option for you.
Siesta Key beach rentals are an even better option if you long to hear the egrets singing and waves crashing outside your bedroom window. Of course, there are also several Siesta Key resorts to choose from as well.
Luxurious Vacations Start Here: Siesta Key Condos
Siesta Key condos come in a wide variety of options, and they definitely offer you the most in terms of amenities. If the weather might be a little chilly on your trip, don’t fret. Many of the condos have heated pools, so regardless of the weather you can still fit in some swimming time with the family. Looking for a more private getaway? Many Florida condos in Siesta Key even have their own beaches!
Other great features that many of the condos offer include beachfront property, breathtaking views and a variety of bedroom options. This makes selecting perfect Siesta Key beach rentals a breeze for a large family.
Siesta Key Beach Rentals Put You Steps from the Ocean
When you plan a family vacation to Florida, it’s all about the water, right? With all the options available in Siesta Key beach rentals, you won’t be far from sinking your toes into the gorgeous white sand and feeling the surf soak your ankles. Plus, being so close to the water provides you with an excellent view.
Another great benefit is that you are close to any action or events taking place on the beach. In May, for instance, you can see World-class sand sculptures created by amazing artists at the Siesta Key Sand Sculpture Contest.
Stay at Some of the Finest Resorts with Siesta Key Resorts
Even if you prefer having complete control over your vacation, there are times when it's great to get a little pampering at luxurious Siesta Key resorts. If you want to take in 50 miles of canals and waterways from your room balcony, then the Siesta Key resorts will allow you to do just that. You’re also not far from great dining and shopping. And, of course, you're never far from the sand - many of the resorts have private beaches where you can rent bungalows, chairs, water toys, or take advantage of the many entertainment options that may be provided by the resort. No matter which option you choose one thing is sure: Siesta Key will provide you with a vacation full of rest, relaxation and fun