Siesta Key Rentals Make It Easy to Plan a Tropical Getaway

Planning a trip to the home of the finest white sand beaches is quite exciting, especially with the prospect of several Siesta Key rentals found on the shoreline for easy access to this town’s famous 8-mile beach. Siesta Key, Florida is a popular getaway for families, honeymooners and retirees alike all year-long.

Find Your Favorite Amenities in Siesta Key Rentals


Siesta Key vacation rentals offer everything from Jacuzzis to direct access to the water, including entertainment areas and top-notch sound and theater systems for a comfy night in. Apartments and Siesta Key condo rentals are great options for extremely large groups that require several units very near each other too.

Siesta Key Vacation Rentals Place You in the Middle of Nature’s Wonders


If you choose one of the Siesta Key rentals located on the beach, you’ll be able to walk directly out to the ocean every morning and possibly spot one of the area’s resident dolphins or manatees frolicking in the water. You can also decide to take a walk along the streets to view the many varieties of tropical flora and fauna around many Siesta Key vacation rentals.

Siesta Key condo rentals may also offer equipment to take part in one of the many popular water sports in the area, such as snorkeling, jet skiing and even parasailing. There are also additional activities that any group staying in Siesta Key rentals will love taking part in to fully appreciate their surroundings.

Resort Life near Siesta Key Condo Rentals


This town is an especially popular resort area with plenty of relaxing and luxurious options available to visitors too. Many Siesta Key vacation rentals are within a short walking distance to one of the area’s many spas or salons if you prefer a day of massages and pedicures during your trip. No matter what you reasons for visiting this welcoming tropical getaway, Siesta Key condo rentals are the ideal choices whether you plan on a simple and relaxing vacation or an adventure-filled stay; either way, you’ll have a comfortable place to call "home" at the end of the day! Begin your search today! '

Expand your search for Florida vacation rentals to include Miami vacation rentals and Ft. Lauderdale rentals in South Florida, Destin vacation rentals and Marco Island rentals on the Gulf Coast, or Orlando vacation rentals near Disney.


Siesta Key Rentals

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Luxury Condo, Direct Beachfront, Phenomenal Views of Siesta Key Beach

— Property 247524
Siesta Key condo rental - View from every room
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, beach, waterfront, pool
Rates - per property (USD)
$1,665 - $1,885/week
Calendar Updated Nov 20 2009

Property Review

We had a wonderful time in this condo. It has a special location with full view of the crescent beach from the top floor of Crystal Sands condominium. The condo was nicely decorated and there was...
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All NEW! Beautiful and Luxurious! across from Crescent Beach!

— Property 126696
Siesta Key townhome rental - Lanai off master bedroom and living room
2 Bedrooms, Sleeps 6,
Townhome, 2 Bathrooms, beach, resort, sauna
Rates - per property (USD)
$895 - $1,231/week
Calendar Updated Nov 20 2009

Property Review

The accomodations were lovely, and made us feel right at home. The rooms were large with beautiful views. The furnishings and decor were comfortable, beautiful, clean, and everything was in...
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Morgan - Crystal Sands 702 Completely Renovated Oceanfront Condo

— Property 160926
Siesta Key condo rental - Peaceful ocean front morning view
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, beach, waterfront, pool
Rates - per property (USD)
$1,500 - $2,100/week
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Spacious 2-Story Town Home on Water - Steps from Beach - Beautifully Redone

— Property 141347
Siesta Key townhome rental - View of from Balcony of Resort Marina
2 Bedrooms, Sleeps 6,
Townhome, 2 Bathrooms, 1 Half Bath, beach, waterfront, tennis court
Rates - per property (USD)
$900 - $1,400/week
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Island House Beach Resort

— Property 62217h
Siesta Key condo rental
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, adventure, air-conditioning
Rates - per condo (USD)
$186 - $298/night
$1,302 - $2,086/week
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Island House Beach Resort

— Property 62166h
Siesta Key villa rental
2 Bedrooms, Sleeps 6,
Villa, 2 Bathrooms, adventure, air-conditioning
Rates - per villa (USD)
$144 - $227/night
$1,008 - $1,589/week
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Island House Beach Resort

— Property 62205h
Siesta Key condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, adventure, air-conditioning
Rates - per condo (USD)
$186 - $298/night
$1,302 - $2,086/week
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Island House Beach Resort

— Property 62171h
Siesta Key villa rental
2 Bedrooms, Sleeps 4,
Villa, 2 Bathrooms, adventure, air-conditioning
Rates - per villa (USD)
$144 - $227/night
$1,008 - $1,589/week
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Beach Road #202

— Property 71877h
Siesta Key villa rental
2 Bedrooms, Sleeps 6,
Villa, 3 Bathrooms, 1 Half Bath, adventure, beach
Rates - per villa (USD)
$1,600 - $2,500/week
$4,200 - $6,500/month
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Island House Beach Resort

— Property 62172h
Siesta Key villa rental
2 Bedrooms, Sleeps 4,
Villa, 2 Bathrooms, adventure, air-conditioning
Rates - per villa (USD)
$144 - $227/night
$1,008 - $1,589/week
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Luxury Siesta Key Beachfront Home

— Property 207908
Siesta Key house rental - Front of Home
2 Bedrooms, Sleeps 6,
House, 2 Bathrooms, 1 Half Bath, beach, waterfront, balcony
Rates - per property (USD)
$2,500 - $3,000/week
$8,000 - $9,000/month
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Bright, Airy, Contemporary, Water View, Near Beach

— Property 111386
Siesta Key condo rental - Living room - dining area
1 Bedroom, Sleeps 4,
Condo, 1 Bathroom, village, waterfront, air-conditioning
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Luxury Penthouse Condo Right on the Water Gulf-to-bay Complex

— Property 304486
Siesta Key condo rental
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, beach, resort, tennis court
Rates - per property (USD)
$950 - $1,450/week
$3,420 - $5,220/month
Calendar Updated Nov 19 2009

Property Review

We spent a week in this beautiful condo on Siesta Key. Everything was as described - truly beautiful and peaceful. Although the condo did not have a view of the gulf, the view of the bay was...
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House of Sun - Gulf View Condo - 3rd Level - 2 BR/2 BA - Siesta Key Beach

— Property 193245
Siesta Key condo rental - A view of our beautifully furnished living room
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, beach, waterfront, pool
Rates - per property (USD)
$150 - $400/night
$195 - $1,795/week
Calendar Updated Nov 20 2009

Property Review

We hope to come back in the future. We had a lovely time!
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Siesta Key Palm and Bay Club G88 tower renta, Siesta Key Florida

— Property 7029473h
Siesta Key condo rental - Enjoy Gulf views from our living room.
1 Bedroom, Sleeps 4,
Condo, 1 Bathroom, air-conditioning, balcony
Rates - per condo (USD)
$175 - $300/night
$895 - $2,100/week
$3,836 - $9,000/month
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Island House Beach Resort

— Property 62200h
Siesta Key condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, adventure, air-conditioning
Rates - per condo (USD)
$186 - $298/night
$1,302 - $2,086/week
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Peppertree Bay

— Property 7020638h
Siesta Key condo rental
1 Bedroom, Sleeps 2,
Condo, 2 Bathrooms, adventure, beach
Rates - per condo (USD)
$3,500 - $6,500/month
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Siesta Key Florida Excelsior 6271 Waterfront, Bay Views Vacation Rentals

— Property 7022317h
Siesta Key condo rental - Living room has views through the sliders of the bay.
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, air-conditioning, beach
Rates - per condo (USD)
$2,414 - $4,956/month
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Siesta Key Excelsior 205 Rental

— Property 7022316h
Siesta Key condo rental - A view of our beautifully furnished living room.
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, air-conditioning, beach
Rates - per condo (USD)
$1,930 - $3,980/month
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Excelsior 204 Gulf View and Gulf Front 2 bedroom Condo in Siesta Key Florida

— Property 7022314h
Siesta Key condo rental - A view of our beautifully furnished living room
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, air-conditioning, beach
Rates - per condo (USD)
$2,414 - $4,956/month
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Siesta Key Excelsior 307 Bay Views, Siesta Key Florida

— Property 7022315h
Siesta Key condo rental - A view of our beautifully furnished living room
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, air-conditioning, beach
Rates - per condo (USD)
$1,930 - $3,980/month
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Excelsior 209 Gulf to Bay Views, Siesta Key Florida 2 bedroom condominiums

— Property 7022389h
Siesta Key condo rental - A view of our nicely furnished living room
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, air-conditioning, beach
Rates - per condo (USD)
$1,930 - $3,980/month
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Affordable 5-Star Condo Steps from Beach! Views! Amenities!

— Property 266093
Siesta Key condo rental - White sand beach & gulf view from balcony
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, beach, pool
Rates - per property (USD)
$910 - $1,240/week
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Charming, quiet, elegant home near the beach

— Property 181092
Siesta Key house rental
3 Bedrooms, Sleeps 6,
House, 2 Bathrooms, beach, near the ocean, pool
Rates - per property (USD)
$1,200 - $1,400/week
Calendar Updated Nov 18 2009

Property Review

The location of this house is perfect. It can be walking distance to town and the pool setting is very private. The house was kept very clean and whenever we had any issues it just took one...
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Charming Pool-Front Villa across from Crescent Beach

— Property 117588
Siesta Key villa rental - Poolside view of the lanai
3 Bedrooms, Sleeps 6,
Villa, 2 Bathrooms, beach, near the ocean, air-conditioning
Rates - per property (USD)
$900/week
$4,000/month
Calendar Updated Nov 19 2009

Property Review

Description was accurate and photos did show real premises. It was clean and well-maintained, lots of towels an linen provided, fully equipped kitchen, nice and daily maintained pool. Distance to...
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Beautiful Gulf Front Condo-Ocean View **Rates Reduced**

— Property 248795
Siesta Key condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, beach, waterfront, sauna
Rates - per property (USD)
$846 - $1,526/week
Calendar Updated Nov 20 2009

Property Review

This condo is in a perfect location and in excellent condition. There are restaurants, shopping and a grocery store across the street. Everything is very convenient. We ate a lot at Captain Curts...
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Spacious Siesta Key Beachfront Penthouse with Open Balcony

— Property 400317
Siesta Key condo rental - Balcony view without you
1 Bedroom, Sleeps 4,
Condo, 1 Bathroom, beach, waterfront, balcony
Rates - per property (USD)
$990 - $1,390/week
Calendar Updated Nov 18 2009

Property Review

We have just returned from our first trip to USA and we were delighted with our choice of property. It had everything we needed inside and the balcony with superb views was wonderful. The beach...
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Island House Beach Resort

— Property 62192h
Siesta Key condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, adventure, air-conditioning
Rates - per condo (USD)
$186 - $298/night
$1,302 - $2,086/week
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Island House Beach Resort

— Property 62202h
Siesta Key condo rental
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, adventure, air-conditioning
Rates - per condo (USD)
$186 - $298/night
$1,302 - $2,086/week
compare

Island House Beach Resort

— Property 62210h
Siesta Key condo rental
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, adventure, air-conditioning
Rates - per condo (USD)
$186 - $298/night
$1,302 - $2,086/week