Beachfront Escapes
398 properties available
Jamaica Royale Unit 098 by Tropical Sands Accommodations Welcome to Jamaica Royale Unit 098, a beautifully designed two-bedroom, two-bath villa in the heart of Siesta Key. Located within the sought-after Jamaica Royale community, this updated retreat is just a five-minute stroll from Siesta Beach, consistently ranked among the best beaches in the U
Jamaica Royale 098
Condo
2
bedrooms
2
baths
6
guests
Home Away from Home - Hamilton House 307 is a SILVER rated three-bedroom, two-bath Gulf Side View vacation rental located in Indian Rocks Beach. This spacious Light and bright top floor north east corner vacation rental has a delightful décor and includes a private balcony with plenty of balcony furniture to enjoy magnificent sunsets! Vacation rent
Hamilton House 307
Condo
3
bedrooms
2
baths
8
guests
4.8
(94)
Beautifully updated. - Home away from home- Vacation Rental 303- GOLD rated, is a third-floor condo located in N Redington Beach. Living/dining room, three bedrooms and two full baths. 303 has an upgraded and fully equipped kitchen, complete with everything needed for at home dining. Living room and master bedroom both open to a private Gulf front
Ram Sea 303
Condo
3
bedrooms
2
baths
8
guests
4.6
(23)
Jamaica Royale Unit 603 by Tropical Sands AccommodationsWelcome to Jamaica Royale Unit 603, a beautifully appointed two-bedroom, two-bathroom Gulf view condo located on the sixth floor of the sought after Jamaica Royale community on Siesta Key. With rare expansive balconies, gorgeous water views from multiple rooms, and thoughtfully updated spaces,
Jamaica Royale 603
Condo
2
bedrooms
2
baths
6
guests
5
(2)
NEW FRIDGE, DISHWASHER, AND RANGE IN JULY 2026!! This unit is comfortable, has alot of natural light, is colorful and nicely done. Sitting at the desk in the dining room you can look directly through the living room and out to the Gulf. There are 4 TV's (1 in the kitchen) , beach chairs and all you need to have a comfortable and enjoyable vacation
Gulf and Bay Club- A705
Condo
2
bedrooms
2
baths
5
guests
4
(1)
Home Away from Home -Ram Sea 506 is a GOLD rated two-bedroom, two-bath Gulf Front vacation rental located in N. Redington Beach. This spacious 5th-floor vacation rental has a delightful décor and includes a private Gulf Front balcony with a view of our beautiful white sugar sand beach. Plenty of balcony furniture to enjoy magnificent sunsets! Vac
Ram Sea 506
Condo
2
bedrooms
2
baths
6
guests
4.9
(15)
Home Away from Home -Hamilton House 306 is a GOLD rated three-bedroom, two-bath Gulf Side View vacation rental located in Indian Rocks Beach. Gorgeous and professionally decorated/renovated. This spacious 3rd-floor vacation rental has a delightful décor and includes a private balcony with plenty of balcony furniture to enjoy Relaxing. Balcony is ac
Hamilton House 306
Condo
3
bedrooms
2
baths
6
guests
4.9
(78)
Completely updated in 2018-Home away from home- Corner location - Vacation Rental 114 is a GOLD rated, three-bedroom, two-bath Gulf front vacation rental located in N. Redington Beach. This spacious 1st-floor (not ground level) vacation rental has delightful contemporary décor and includes a private Gulf front balcony with a view of our beautiful w
Ram Sea 114
Condo
3
bedrooms
2
baths
8
guests
4.9
(45)
Jamaica Royale Penthouse 1 by Tropical Sands AccommodationsWelcome to Jamaica Royale Penthouse 1, the only end-unit penthouse in the Jamaica Royale complex boasting direct Gulf of Mexico views and an expansive two-story layout. This newly renovated one-bedroom, two-bath condo with a bonus room combines space, comfort, and coastal elegance. Perfect
Jamaica Royale PH1
Condo
1
bedrooms
2
baths
6
guests
4.5
(2)
Home away from home- vacation rental 412 is a fourth-floor condo and has been recently updated with fresh paint, new flooring and beautiful new bathrooms. Living and dining room, fully equipped kitchen, three bedrooms and two full baths. Light, airy and spacious. Living room and master bedroom with private Gulf front balcony directly overlooking t
Ram Sea 412
Condo
3
bedrooms
2
baths
8
guests
4.8
(27)
Your dream beach vacation starts at Coconuts Beachfront #112, a stunning second-floor condo offering direct beach views from your private balcony! This one-bedroom, one-bath home provides easy access to pristine beaches, a shared pool with ample lounge chairs, and a scenic outdoor space perfect for relaxing, dining, and sunset watching. Located jus
Coconuts Beachfront #112
Condo
1
bedrooms
1
baths
4
guests
5
(29)
Please note: Due to Storm damage from Hurricane Helene, The pier will not be accessible until further notice. Important Notice: The Sand Dollar condominium building will be undergoing a roof replacement project from approximately November 30 through January 8. Guests may experience daytime construction noise during this time.Home Away from Home -
Sand Dollar 504
Condo
2
bedrooms
2
baths
6
guests
4.9
(91)
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