Siesta Key Vacation Rentals
81 Siesta Key Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Siesta Key, SW Gulf Coast, Florida, United States.
SW Gulf Coast Top Cities
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Siesta Key, Florida, United States
Description: Nestled on the southern tip of Siesta Key is our ground-floor condo, Bay Tree Club 106. Located in an oceanfront complex, it will pamper you with b... Learn More
Location: Siesta Key, Florida, United States
Description: Nestled on the southern tip of Siesta Key is our ground-floor condo, Bay Tree Club 106. Located in an oceanfront complex, it will pamper you with b... Learn More
Rates
$518 - $1249 week
$518 - $1249 week
Featured
Special Offer Mar 14 - Oct 1 20% September rentals excluding Labor Day - enter ...
Villa:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort - Siesta Key Florida - Crescent Beach. This large 2 bedroom, 2 bath villa is 1000 sq. ft. It has a large living area, din... Learn More
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort - Siesta Key Florida - Crescent Beach. This large 2 bedroom, 2 bath villa is 1000 sq. ft. It has a large living area, din... Learn More
Rates
$160 - $241 night
$1120 - $1687 week
$160 - $241 night
$1120 - $1687 week
Featured
Special Offer Feb 2 - Oct 1 20% Septermber rentals excluding Labor Day - enter ...
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort! Siesta Key Florida, Crescent Beach. Ground floor unit. This 2 bedroom, 2 bath condo is 1300 sq. ft. It has a large livin... Learn More
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort! Siesta Key Florida, Crescent Beach. Ground floor unit. This 2 bedroom, 2 bath condo is 1300 sq. ft. It has a large livin... Learn More
Rates
$206 - $314 night
$1442 - $2198 week
$206 - $314 night
$1442 - $2198 week
Featured
Special Offer Mar 12 - Oct 1 20% Septermber rentals excluding Labor Day - ente ...
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Siesta Key, Florida, United States
Description: Crescent Beach on the Gulf of Mexico. This beautifully maintained complex is located on the widest part of one of the best beaches on the west coas... Learn More
Location: Siesta Key, Florida, United States
Description: Crescent Beach on the Gulf of Mexico. This beautifully maintained complex is located on the widest part of one of the best beaches on the west coas... Learn More
Rates
$206 - $314 night
$1442 - $2198 week
$206 - $314 night
$1442 - $2198 week
Special Offer May 18 - Oct 1 20% September rentals excluding Labor Day, enter p ...
Villa:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort, Siesta Key Florida, Crescent Beach - The large 2 bedroom, 2 bath villa is appox. 1000 sq. ft. It has a large living area... Learn More
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort, Siesta Key Florida, Crescent Beach - The large 2 bedroom, 2 bath villa is appox. 1000 sq. ft. It has a large living area... Learn More
Rates
$160 - $241 night
$1120 - $1687 week
$160 - $241 night
$1120 - $1687 week
Special Offer May 11 - Oct 1 20% off September rentals excluding Labor Day - en ...
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort! Crescent Beach, Siesta Key Florida. This beautifully maintained complex is located on the widest part of one of the best... Learn More
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort! Crescent Beach, Siesta Key Florida. This beautifully maintained complex is located on the widest part of one of the best... Learn More
Rates
$206 - $314 night
$1442 - $2198 week
$206 - $314 night
$1442 - $2198 week
Special Offer Mar 7 - Oct 1 20% September rentals excluding Labor Day, enter p ...
Villa:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort - Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 1 1/2 bath villa is appox. 1000 sq. ft. It has a large livi... Learn More
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort - Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 1 1/2 bath villa is appox. 1000 sq. ft. It has a large livi... Learn More
Rates
$152 - $232 night
$1064 - $1624 week
$152 - $232 night
$1064 - $1624 week
Special Offer May 23 - Oct 1 20% September rentals excluding Labor Day - enter ...
Villa:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort - Siesta Key Florida, Crescent Beach - This NEWLY REMODELED, 2 bedrooms, 2 bath unit is appox. 1000 sq. ft. It has a larg... Learn More
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort - Siesta Key Florida, Crescent Beach - This NEWLY REMODELED, 2 bedrooms, 2 bath unit is appox. 1000 sq. ft. It has a larg... Learn More
Rates
$160 - $241 night
$1120 - $1687 week
$160 - $241 night
$1120 - $1687 week
Special Offer Mar 14 - Oct 1 20% September rentals excluding Labor Day - enter ...
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Siesta Key, Florida, United States
Description: Spectacular view on Crescent Beach, Siesta Key florida. This 3rd floor unit is located directly on the Gulf of Mexico. Enjoy panoramic views from l... Learn More
Location: Siesta Key, Florida, United States
Description: Spectacular view on Crescent Beach, Siesta Key florida. This 3rd floor unit is located directly on the Gulf of Mexico. Enjoy panoramic views from l... Learn More
Rates
$206 - $314 night
$1442 - $2198 week
$206 - $314 night
$1442 - $2198 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Siesta Key, Florida, United States
Description: The Palm Bay Club offers all of the amenities of the finest resort hotels in a unique condo environment. Enjoy great comfort and value in this gul... Learn More
Location: Siesta Key, Florida, United States
Description: The Palm Bay Club offers all of the amenities of the finest resort hotels in a unique condo environment. Enjoy great comfort and value in this gul... Learn More
Rates
$125 - $400 night
$575 - $1795 week
$125 - $400 night
$575 - $1795 week
Special Offer May 9 - Oct 1 20% September rentals excluding Labor Day - enter ...
Villa:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort, Siesta Key Florida. Newly remodeled 2 bedrooms, 2 baths villa located on the finest beach in Florida. This unit is 2 bed... Learn More
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort, Siesta Key Florida. Newly remodeled 2 bedrooms, 2 baths villa located on the finest beach in Florida. This unit is 2 bed... Learn More
Rates
$160 - $241 night
$1120 - $1687 week
$160 - $241 night
$1120 - $1687 week
Special Offer Apr 11 - Oct 1 20% September rentals excluding Labor Day - enter ...
Villa:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort - Siesta Key Florida, Crescent Beach. This large 2 bedrooms, 2 bath villa is 1000 sq. ft. It has a large living area, din... Learn More
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort - Siesta Key Florida, Crescent Beach. This large 2 bedrooms, 2 bath villa is 1000 sq. ft. It has a large living area, din... Learn More
Rates
$160 - $241 night
$1120 - $1687 week
$160 - $241 night
$1120 - $1687 week
Special Offer May 18 - Oct 1 20% September rentals excluding Labor Day, enter p ...
Villa:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort- Siesta Key Florida, Crescent Beach- This large 2 bedrooms, 2 bath villa is appox. 1000 sq. ft. It has a large living are... Learn More
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort- Siesta Key Florida, Crescent Beach- This large 2 bedrooms, 2 bath villa is appox. 1000 sq. ft. It has a large living are... Learn More
Rates
$160 - $241 night
$1120 - $1687 week
$160 - $241 night
$1120 - $1687 week
Special Offer Mar 19 - Oct 1 20% off September rentals excluding Labor Day - en ...
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Siesta Key, Florida, United States
Description: Enjoy the view of the white sand of Crescent Beach and the azure waters of the Gulf of Mexico from this lovely third floor 2 bedrooms, 2 baths gulf... Learn More
Location: Siesta Key, Florida, United States
Description: Enjoy the view of the white sand of Crescent Beach and the azure waters of the Gulf of Mexico from this lovely third floor 2 bedrooms, 2 baths gulf... Learn More
Rates
$206 - $314 night
$1442 - $2198 week
$206 - $314 night
$1442 - $2198 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Siesta Key, Florida, United States
Description: Decked in pure tropical style, Siesta Dunes Beach 201 in Siesta Key, Florida is an ideal choice for families planning to spend all their daytime ho... Learn More
Location: Siesta Key, Florida, United States
Description: Decked in pure tropical style, Siesta Dunes Beach 201 in Siesta Key, Florida is an ideal choice for families planning to spend all their daytime ho... Learn More
Rates
$119 - $350 night
$575 - $1595 week
$119 - $350 night
$575 - $1595 week
Special Offer Apr 27 - Oct 1 20% off September rentals excluding Labor Day - en ...
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort! Newly remodeled!! Crescent Beach, Siesta Key Florida! This attractive complex is located on the widest part of one of th... Learn More
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort! Newly remodeled!! Crescent Beach, Siesta Key Florida! This attractive complex is located on the widest part of one of th... Learn More
Rates
$206 - $314 night
$1442 - $2198 week
$206 - $314 night
$1442 - $2198 week
Special Offer Mar 19 - Oct 1 20% off September rentals excluding Labor Day - en ...
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort - Siesta Key - Crescent Beach. This beautifully maintained complex is located on the widest part of one of the best beach... Learn More
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort - Siesta Key - Crescent Beach. This beautifully maintained complex is located on the widest part of one of the best beach... Learn More
Rates
$206 - $314 night
$1442 - $2198 week
$206 - $314 night
$1442 - $2198 week
Special Offer Mar 21 - Oct 1 20% September rentals excluding Labor Day - enter ...
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort!! Crescent Beach, Siesta Key Florida! Direct Gulf Front - Panoramic Views. This beautifully mainained complex is located ... Learn More
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort!! Crescent Beach, Siesta Key Florida! Direct Gulf Front - Panoramic Views. This beautifully mainained complex is located ... Learn More
Rates
$206 - $314 night
$1442 - $2198 week
$206 - $314 night
$1442 - $2198 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Siesta Key, Florida, United States
Description: Decked in tropical style, Siesta Dunes 104 is an ideal choice for families to spend their daytime hours at the pool or the gorgeous on-site beach. ... Learn More
Location: Siesta Key, Florida, United States
Description: Decked in tropical style, Siesta Dunes 104 is an ideal choice for families to spend their daytime hours at the pool or the gorgeous on-site beach. ... Learn More
Rates
$119 - $350 night
$575 - $1595 week
$119 - $350 night
$575 - $1595 week
Special Offer Mar 12 - Oct 1 20% September rentals excluding Labor Day, enter p ...
Villa:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort! Siesta Key Florida - Crescent Beach. Completly remodeled January 2011!! This 1000 sq. ft villa is 2 bedrooms, 2 baths an... Learn More
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort! Siesta Key Florida - Crescent Beach. Completly remodeled January 2011!! This 1000 sq. ft villa is 2 bedrooms, 2 baths an... Learn More
Rates
$160 - $241 night
$1120 - $1687 week
$160 - $241 night
$1120 - $1687 week
Special Offer May 18 - Oct 1 20% September rentals excluding Labor Day, enter p ...
Villa:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort- Siesta Key Florida, Crescent Beach - This large villa is approx. 1000 sq. ft. It has 2 bedrooms, 2 baths, large living a... Learn More
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort- Siesta Key Florida, Crescent Beach - This large villa is approx. 1000 sq. ft. It has 2 bedrooms, 2 baths, large living a... Learn More
Rates
$160 - $241 night
$1120 - $1687 week
$160 - $241 night
$1120 - $1687 week
Special Offer Mar 12 - Oct 1 20% off September rentals exluding Labor Day- ente ...
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Siesta key, Florida, United States
Description: DIRECT GULF FRONT, GROUND FLOOR! Siesta Key, Crescent Beach This unit is located in our southwest building. It is 1300 square feet. The unit is 2 b... Learn More
Location: Siesta key, Florida, United States
Description: DIRECT GULF FRONT, GROUND FLOOR! Siesta Key, Crescent Beach This unit is located in our southwest building. It is 1300 square feet. The unit is 2 b... Learn More
Rates
$206 - $314 night
$1442 - $2198 week
$206 - $314 night
$1442 - $2198 week
Special Offer May 18 - Oct 1 20% September rentals excluding Labor Day, enter p ...
Villa:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort, Siesta Key Florida, Crescent Beach - This lovely unit is approx. 1000 sq. ft. It has 2 bedrooms, 2 baths, large living a... Learn More
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort, Siesta Key Florida, Crescent Beach - This lovely unit is approx. 1000 sq. ft. It has 2 bedrooms, 2 baths, large living a... Learn More
Rates
$160 - $241 night
$1120 - $1687 week
$160 - $241 night
$1120 - $1687 week
Special Offer Mar 12 - Oct 1 20% off September rentals excluding Labor Day - en ...
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort! Crescent Beach, Siesta Key Florida. This beautifully maintained complex is located on one of the best beaches in central... Learn More
Location: Siesta Key, Florida, United States
Description: Island House Beach Resort! Crescent Beach, Siesta Key Florida. This beautifully maintained complex is located on one of the best beaches in central... Learn More
Rates
$206 - $314 night
$1442 - $2198 week
$206 - $314 night
$1442 - $2198 week
Special Offer Apr 23 - Oct 1 20% off September excluding labor day. Enter promo ...
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Siesta Key, Florida, United States
Description: GULF FRONT - GROUND FLOOR UNIT!! This spectacular 2 bedrooms, 2 baths unit is 1300 sq. ft. as is located on Crescent Beach. This condo offers a vie... Learn More
Location: Siesta Key, Florida, United States
Description: GULF FRONT - GROUND FLOOR UNIT!! This spectacular 2 bedrooms, 2 baths unit is 1300 sq. ft. as is located on Crescent Beach. This condo offers a vie... Learn More
Rates
$206 - $314 night
$1442 - $2198 week
$206 - $314 night
$1442 - $2198 week
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