Available as a monthly rental in May, August, September, October, November and December 2026 only!
Discover your perfect slice of "Island Time" at Just Breathe, a serene 3 bedroom, 2.5 bathroom home nestled directly on a peaceful Siesta Key canal. From the moment you arrive, you'll feel the world melt away as you step into this ultimate beach house getaway designed for relaxation and fun. Imagine sipping your morning coffee on the private dock, watching for playful manatees and jumping fish, or simply basking in the sunshine by your private pool. With ample outdoor space for lounging, dining, or even trying your hand at fishing, this backyard oasis is your personal paradise. Inside, the home offers a beautifully appointed, light filled space. The primary bedroom boasts a comfortable King bed and an en suite bathroom, while the second bedroom features a Queen bed, and the third provides flexible sleeping with two Twin/Single beds. The fully equipped kitchen is ready for family dinners, though with the vibrant Siesta Key Village near, you might prefer to explore the array of locally owned restaurants, cafes, and lively bars. The unbeatable location means you're not only steps from delicious dining and entertainment, but also just a short 3 minute drive (or a fun bike/golf cart ride, a local favorite!) to the world famous Siesta Key Beach, consistently ranked among the best in the USA. Please note: If you are bringing a pet, there is a $250 pet fee (per pet). We encourage you to inquire about the specific pet policy applicable to your reservation for clarification, including how and when the pet fee will be collected.
Renew your spirit and indulge in a beach getaway that celebrates the simple pleasures of life at Villa 30 at Aloha Kai. Unplug, put your feet up, and embrace the tranquilitywhether its a leisurely wal
Starting at $179/night! Step into luxury and comfort at our newly renovated 2 bedroom, 1.5 bathroom condo, perfectly designed for your next getaway. This vibrant space features a fully equipped kitche
Live the Siesta Key lifestyle in this beautifully updated 2 bedroom, 2 bath residence offering approximately 1,600 sq ft of usable living space, tucked inside one of the islands most desirable 55+ Gul
This property is a 30 night minimum.
This stunning, updated 2 bedroom, 2 bath is located in a bay side mid rise unit and is approximately 75 yards from the bay.
The master bedroom has a king bed, a
Enjoy Gulf of Mexico views from our recently renovated penthouse apartment on Siesta Key. You will have access to the #1 beach in the US with white powder sand and warm gulf waters. Enjoy beautiful vi
This property is a 30 night minimum.
6026 EPW is a Large garden unit, located on the Bay side of Midnight Pass.
Open porch lanai. This specific unit has a garage.
Located about 35 yards away from t
Starting at $154/night! Escape to the perfect beachside retreat at our charming and cozy studio on beautiful Siesta Key. Just steps from the world renowned white sands of Siesta Beach, this inviting s
Starting at $169/night. Discover the perfect beach getaway at our charming studio, ideally located on the beautiful Siesta Key. Just steps from the pristine white sands of Siesta Beach, this cozy, wel
Starting at $179/night! Welcome to your vibrant beachside retreata beautifully renovated 1 bedroom, 1 bathroom oasis where modern comfort meets coastal charm. Thoughtfully designed with relaxation in
One or more photo(s) has been virtually staged. Siesta Key Seasonal Retreat at The Pointe is available beginning April 18, 2026, with a 3 month minimum stay required. Available April through Mid Decem
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