
Resort holiday rentals in Sarasota County
Find and book unique resort rentals on Airbnb
Top-rated resort rentals in Sarasota County
Guests agree: these resort rentals are highly rated for location, cleanliness and more.

Bayside Modern Studio Bungalow
Relax in the Modern Bayside Studio at Casey Key Resort. This charming retreat features a Tempurpedic queen bed, marble floors, roll-in shower, central heat/AC, and a living room TV with 50+ HD channels. The fully equipped kitchenette includes a fridge, oven, stove, microwave, toaster, dishes, & utensils. Guests also enjoy beach towels, hotel-grade linens, and access to the Beach, Beachfront Pavilion, and 150 ft of private Gulf shoreline, with direct access to the Sarasota Intracoastal Waterway.

#3-TwinPalms-King Studio Suite
The Studio Suite at our Siesta Key hotel sleeps 1-2. Each room features a king-sized bed, 42-inch TV, dining table as well as a fully stocked stainless steel kitchenette. Perfect for couples or solo travelers. All of our rooms have recently been updated to be as attractive as they are comfortable. The King Studio Suites are furnished in a stylish seaside decor, including a comfortable patio with chairs and umbrella to relax and enjoy the wonderful weather that South Florida has to offer.

#1 Twin Palms-Deluxe King Suite
The Deluxe King Suite at our Siesta Key hotel sleeps 2-4. It offers a separate bedroom furnished with a King size bed, 42 inch flat screen TV, large walk-in closet and full bathroom. In the separate living room, there is a Queen size sleeper sofa, a second full bathroom and another 42 inch flat screen TV. This suite has a stainless steel kitchenette, fully stocked for your convenience. You may also enjoy the complimentary Wi-Fi Internet access throughout the resort.

Bayfront Modern Studio Bungalow
Immerse yourself in waterfront tranquility at the Modern Waterfront Studio at Casey Key Resort. Enjoy canal views, a Tempurpedic queen bed, marble interiors, and a spacious rain shower. The kitchenette includes a fridge, oven, stove, microwave, toaster, dishes, and utensils. Central heat/AC and a TV with 50+ HD channels add comfort. Beach towels, hotel-grade linens, and access to the Beach, Beachfront Pavilion, and 150 ft of private Gulf shoreline are included.

#2-TwinPalms-King Studio Suite
The King Studio Suite at our Siesta Key hotel sleeps 1-2. Each room features a king-sized bed, 42-inch Flat Screen TV, dining table as well as a fully stocked stainless steel and granite kitchenette. Perfect for couples or guests who are traveling alone. The King Studio Suites are furnished in a stylish seaside decor, including a comfortable patio with chairs and umbrella to relax and enjoy the wonderful weather that South Florida has to offer.

Bayfront Deluxe One Bedroom Bungalow
Just 15 feet from the Venice Inlet and 200 feet from the private Gulf beach of Casey Key, enjoy a spacious One Bedroom Waterfront Bungalow with two queen beds. Full kitchen is included - Living room - Waterfront patio - Beach chairs and towels, and plenty of things to do outside by the Water. Casey Key Resort provides a unique experience on Casey Key -- With Gulf Front beach on one side of the property and Venice Inlet waterfront on the other!

The Nook, with heated pool.
The Inn is conveniently located on Siesta Key directly across the street from the Beach. Its guests enjoy beach access right across the road ( access #9 ). Siesta Village is also just a 5-minute walk from the Inn. If walking is not an option there is a trolley that is free of charge to ride and get around the Key. We have 6 individual Cottages in total that range from a one bedroom units to a three bedroom individual units.

The Lookout, with heated pool
The Inn is conveniently located on Siesta Key directly across the street from the Beach. Its guests enjoy beach access right across the road ( access #9 ). Siesta Village is also just a 5-minute walk from the Inn. If walking is not an option there is a trolley that is free of charge to ride and get around the Key. We have 6 individual Cottages in total that range from a one bedroom units to a three bedroom units.

Siesta Key Cabana pool side
The Inn is conveniently located on Siesta Key directly across the street from the Beach. Its guests enjoy beach access right across the road ( access #9 ). Siesta Village is also just a 5-minute walk from the Inn. If walking is not an option there is a trolley that is free of charge to ride and get around the Key. We have 6 individual Cottages in total that range from a one bedroom units to a three bedroom units.

Beach house W/Heated Pool across street from beach
The Inn is conveniently located on Siesta Key directly across the street from the Beach. Its guests enjoy beach access right across the road ( access #9 ). Siesta Village is also just a 5-minute walk from the Inn. If walking is not an option there is a trolley that is free of charge to ride and get around the Key. We have 6 individual Cottages in total that range from a one bedroom units to a three bedroom units.

Bayfront Boat House Bungalow
Experience waterfront luxury at the Waterfront Boat House at Casey Key Resort. Enjoy a Tempurpedic queen bed, marble floors, roll-in shower, central heat/AC, and TV with 50+ HD channels. The fully equipped kitchen includes fridge, oven, stove, microwave, toaster, dishes, and utensils. Beach towels, hotel-grade linens, and access to the Beach, Beachfront Pavilion, and 150 ft of private Gulf shoreline are included.

The Nest, with heated pool.
The Inn is conveniently located on Siesta Key directly across the street from the Beach. Its guests enjoy beach access right across the road ( access #9 ). Siesta Village is also just a 5-minute walk from the Inn. If walking is not an option there is a trolley that is free of charge to ride and get around the Key. We have 6 individual Cottages in total that range from a one bedroom units to a three bedroom units.
Popular amenities for resort rentals in Sarasota County
Family-friendly resort rentals

The Lookout, with heated pool

Siesta Key Cabana pool side

Beach house W/Heated Pool across street from beach

The Nook, with heated pool.

Ocean Front Apartment

Bayfront Boat House Bungalow

The Nest, with heated pool.

Bayfront Deluxe One Bedroom Bungalow
Resort rentals with a pool

The Lookout, with heated pool

#3-TwinPalms-King Studio Suite

Siesta Key Cabana pool side

Beach house W/Heated Pool across street from beach

The Nook, with heated pool.

Ocean Front Apartment

Bayfront One Bedroom Bungalow

The Nest, with heated pool.
Other resort holiday rentals

The Lookout, with heated pool

#3-TwinPalms-King Studio Suite

Siesta Key Cabana pool side

Beach house W/Heated Pool across street from beach

The Nook, with heated pool.

Beachview One Bedroom Bungalow

Ocean Front Apartment

The Nest, with heated pool.
Destinations to explore
- Guest house rentals Sarasota County
- Rentals with a fireplace Sarasota County
- Family-friendly rentals Sarasota County
- Rentals with an accessible-height toilet Sarasota County
- Villa rentals Sarasota County
- Rentals with an accessible-height bed Sarasota County
- Rentals with breakfast Sarasota County
- Waterfront rentals Sarasota County
- Hotel rooms Sarasota County
- Boutique hotels Sarasota County
- Rentals with a kayak Sarasota County
- Tiny house rentals Sarasota County
- Rentals with an EV charger Sarasota County
- Rentals with a washing machine and dryer Sarasota County
- Apartment rentals Sarasota County
- Rentals with beach access Sarasota County
- Private suite rentals Sarasota County
- Luxury rentals Sarasota County
- Townhouse rentals Sarasota County
- Flat rentals Sarasota County
- Rentals with outdoor seating Sarasota County
- Beach apartment rentals Sarasota County
- Rentals with a hot tub Sarasota County
- Pet-friendly rentals Sarasota County
- Holiday home rentals Sarasota County
- Rentals with pools Sarasota County
- House rentals Sarasota County
- Loft rentals Sarasota County
- Motorhome rentals Sarasota County
- Rentals with a patio Sarasota County
- Rentals with a firepit Sarasota County
- Cottage rentals Sarasota County
- Rentals with lake access Sarasota County
- Smoking-friendly rentals Sarasota County
- Fitness-friendly rentals Sarasota County
- Beachfront rentals Sarasota County
- Resort rentals Florida
- Resort rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- John's Pass
- Coquina Beach
- Turtle Beach
- Vinoy Park
- Lido Key Beach
- Caspersen Beach
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Manasota Key Beach
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Englewood Beach
- The Don CeSar
- Lakewood National Golf Club
- Myakka River State Park
- Img Academy
- Tropicana Field
- Stump Pass Beach State Park
- Things to do Sarasota County
- Things to do Florida
- Tours Florida
- Art and culture Florida
- Sports activities Florida
- Wellness Florida
- Food and drink Florida
- Nature and outdoors Florida
- Sightseeing Florida
- Entertainment Florida
- Things to do United States
- Tours United States
- Entertainment United States
- Food and drink United States
- Sightseeing United States
- Wellness United States
- Nature and outdoors United States
- Art and culture United States
- Sports activities United States




