Siesta Key, Florida


Properties Available 271 properties available
The Anchorage Resort on Siesta Key - includes resort amenity access!Our 3 bedroom, 2 bathroom, private vacation condo is a great option for anyone wanting a home base to enjoy the best of all that Siesta Key has to offer.* Anchorage Resort Condo * RARE! 3 bedrooms / 2.5 bathrooms* Sixth Floor Condo with balcony overlooks Northern Siesta Key with vi
Anchorage Resort 3 bedroom Luxury Condo w Balcony, Pool Table, Near Beach (365510)
Siesta Key, FL
Condo
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Welcome to The Sand Castle, a spacious second-floor getaway just steps from Siesta Key Beach. This two-bedroom, two-bath condo combines comfort, style, and convenience, offering everything you need for a relaxing beach vacation. Inside, the open-concept layout creates a light, airy feel, perfect for families or friends. The kitchen features stainle
The Sand Castle – A Spacious Siesta Key Retreat, steps to Siesta Key Beach and Pet Friendly! (625317)
Siesta Key, FL
Condo Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Indulge in the ultimate coastal lifestyle with this charming 2-bedroom, 2-bathroom first-level condo in the heart of Gulf & Bay Club Bayside on Siesta Key, Florida. Professionally managed by Gulf Coast Vacation Rentals, as you enter, the coastal vibes welcome you into a thoughtfully designed space adorned with beach-inspired decor and sunlit interi
Charming 2/2 Siesta Key condo with beach access - GBB 1338 (643781)
Siesta Key, FL
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Paradise on Siesta Key is our way of describing this wonderful ground-floor unit with a private patio and a beautiful view of the Intracoastal Waterway. Easy access to the pools, the marina, three Har-Tru tennis courts, four gas grills, and your assigned parking space make this unit one of the most desired locations at Harbor Towers. A complete
Private Entrance Condo - Large patio with direct pool access! (598611)
Siesta Key, FL
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
🌴 Toes In The Sand | Charming Siesta Key Cottage, Heated Pool, 1-Min Walk to Beach & Village Vibes💖 Why You'll Love This HomeThis vintage-inspired Siesta Key cottage puts you just 1 minute from the famous white sands of Siesta Beach. With a private heated pool, charming interiors, and walkable access to both the beach and Siesta Village, Toes In
Toes In The Sand | Cottage with Private Pool, Walk to SK Beach and Village 🏝️ 🌅 (607759)
Siesta Key, FL
House Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
SerenityYour tranquil escape is found at the Serenity Beach Condo at the Beachfront Suites on Siesta Key. Enjoy your peaceful escape to the world-famous Siesta Key Beach, in this lovely 2 bedrooms 2nd-floor condo on the 2nd floor of the Beachfront Suites on Siesta Key, located directly on the beach. Enjoy your morning coffee on the private balcony
Serenity Siesta Beachfront Condo *Pet Friendly* (303096)
Siesta Key, FL
House Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 5 guests
The Palm Bay Club Unit 311 Walking distance to iconic Siesta Key Beach and steps from the pool and private Crescent Beach, this open-concept Palm Bay Club condo on the Gulf features plush furniture and a furnished balcony. Two shimmering pools and a hot tub offer peaceful water views. Fish or watch the sunset from the charming on-site pier. Known
The Palm Bay Club Unit 311 (264038)
Siesta Key, FL
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
The Anchorage Resort on Siesta Key - Includes Resort Amenities and Private Beach Access!Our 2 bedroom, 2 bathroom, private vacation condo is a great option for anyone wanting a home base to enjoy the best of all that Siesta Key has to offer.* Anchorage Resort Condo on Siesta Key * 2 Bedrooms / 2 Bathrooms* Eighth Floor Condo with Balcony overlookin
Anchorage Resort 8th Floor Condo in Siesta Key with Resort Amenities and Private Beach Access! (636965)
Siesta Key, FL
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
The PropertyFind your escape on Siesta Key at Siesta Garden Villa. Siesta Garden Villa is a private stand-alone single story 2 Bedroom, 2 Bathroom villa located in the center of Siesta Key in the private Siesta Key neighborhood of Polynesian Gardens. Recently Remodeled and Exquisitely decorated with high end furnishings, supplies, and amenities. F
Mid-Century Private Garden Villa on Siesta Key (303097)
Siesta Key, FL
House
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Welcome to Sunburst Courtyard, your waterfront paradise located on the tropical island of Siesta Key! This exceptional 4-bedroom, 3-bathroom rental home offers all the amenities you need for a memorable stay, and its prime location provides easy access to the world-famous Siesta Key Beach, just a 15-minute walk away.As you enter Sunburst Courtyard,
Sunburst Courtyard | Pet Friendly Waterfront Home w/ Pool, Walk to Siesta Key Beach & Village! (281612)
Siesta Key, FL
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
Aloha Kai #24NBeachfrontBeachfront Living at it's Best!Escape to the sun-kissed shores of Siesta Key and immerse yourself in the laid-back luxury of Aloha Kai #24N. This charming beach 1-bedroom house is your perfect retreat, where the soothing sounds of the Gulf of Mexico and the vibrant energy of Crescent Beach create an unforgettable vacation. P
Beachfront - Beachside Escape with Grill, Dining & Views – Perfect for Two! – Aloha Kai #24N (643535)
Siesta Key, FL
House
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
Point Break by Siesta Key Luxury Rental PropertiesSiesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key!Welcome to Point Break, a spectacular dog-friendly vacation home with a stunning backyard featuring a resort-style pool, in-ground spa, and a covered patio. Just steps to Siesta Key Village and Sies
Point Break (522730)
Siesta Key, FL
United States - FL - Siesta Key Pet Friendly
Bedrooms 8 bedrooms
Bathrooms 8 baths
Bathrooms 1 half baths
Guests 24 guests

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