
Resort holiday rentals in Sarasota County
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Top-rated resort rentals in Sarasota County
Guests agree: these resort rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for resort rentals in Sarasota County
Family-friendly resort rentals

Waterfront 1 Bedroom Bungalow w/Private Beach -11
Great property, clean room, quiet at night and loved the proximity to the beach. Will stay again.

Waterfront Studio Bungalow with Private Beach -7
We loved the short walk to the quiet, private beach. We had plenty of space there, never crowded. The resort area was generally quiet and the check in procedure was easy. Beach chairs and umbrella were available at all times and were really nice and comfortable. The room was maybe a bit smaller than we expected, but it served us well. We didn’t spend too much time there anyway. We used the coffee maker every day and stored a few things in the fridge for lunches. The shower was great and the hot water was hot. We got fresh linens as requested. We would definitely go back in the future.

Water View Jr. 3 Bedroom Bungalow w/Private Beach
The location was great, especially for me because it was just across the street from where my son was getting married on the beach. Everything was clean. The air-conditioning was great. The washing machine was out of service, and there was only one frying pan that everything stuck to. But other than that everything was great, plenty of towels

Waterfront Deluxe Bungalow with Private Beach
Perfect location! Our bungalow was right across from the beach. We stayed during Spring Break and even during that time it was peaceful and quiet. The staff were exceptionally welcoming and helpful. We will definitely come back.

Luxury Bayside Queen Studio w/ Private Beach
Great place for a quiet beach weekend! The location is super convenient, with rooms on both the bay side and the beach side. The private beach is just a few steps across the street. If you’re looking for a simple stay with easy beach access, this is a great spot!

Waterfront 1 Bedroom Bungalow w/Private Beach -11
Fun to stay. Good access to very nice beach. Fun to fish on the beach

Water View Jr. 3 Bedroom Bungalow w/Private Beach
Location is everything. If you are looking for a Ritz Carlton, this is not it, but the space is great and Casey Key is beautiful. Right on the beach, restaurants close by, very chill place.

Beachside One Bedroom Bungalow on Casey Key - 6
Last minute booking for a quick trip for the wife and I. We couldn’t have been happier with the location. The private beach is really nice. 50 steps out of your rental and you are on the beach. We will definitely be visiting again.
Resort rentals with a pool

Ocean Front Apartment
What a great spot right on the beach! Location near everything else was perfect also - quick and easy to get anywhere we needed. Quiet and comfortable. The pool was so refreshing! The bed was both firm and with a soft topper and the bedding was crisp and comfortable. Nice beachy decorations and just overall had everything we needed. The View! of the water from the bed and from the main room never got old! Watched sunsets while relaxing on the couch or out a few steps away at the water’s edge.

The Lookout, with heated pool
Gabriel and all of the staff on property were absolutely wonderful during our stay! They were understanding and accommodating when our flight was canceled, and made sure our time spent at The Inn was smooth and relaxing. The space was clean and inviting and the staff went above and beyond to make sure our stay was perfect. The beach amenities available (beach chairs, coolers, wagons, ice, umbrellas, bikes) made it so easy to just come and enjoy! The location was perfect...right across from the beach and a quick 10-minute walk to the village. 10/10!

The Nest, with heated pool.
Absolutely perfect in every way unlike other places on here , there’s everything you could ever need for a vacation , it is 100 percent don’t hesitate because you will not find better ,I will not book anywhere else from now on thank you guys amazing place , perfection at its best

Siesta Key Cottage pool side
This place was very functional. We got there after hours and the instructions were very clear and precise. All went smoothly. Once inside, the place was bigger and better than the pictures make it out to be. The Master/king bedroom's bathroom is very interesting, we loved the creativity!! We met Paige, in the office, the very next morning. She was a delight! Great conversation and great recommendations. Overall experience was peaceful and relaxing (very much needed). Will definitely book again! Same unit too!

1936 Beach house across street from beach
Great place with a great staff! Amazing location and everything you need to hang out on the beach was included. We really enjoyed it.

The Haven, with heated pool.
This is our second time at this lovely inn. Everything was just perfect. We enjoyed meeting the other guests and felt right at home. I love the proximity to the village and beach. All of the extra items like bicycles, coolers (and ice), beach mats, umbrellas, beach/pool toys, and shark teeth scoopers added to the fun! We will definitely return and bring more of the family next time.

The Nook, with heated pool.
The Nook was adorable , worth the price, location and walking distance to Siesta Key Village and Beach. The property was very clean, Paige and crew were very helpful.
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- Anna Maria Island
- Siesta Beach
- Captiva Island
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Gulfport Beach Recreation Area
- North Beach
- Coquina Beach
- Vinoy Park
- Manasota Key Beach
- Fort De Soto Park
- Streamsong Resort
- Jannus Live
- River Strand Golf and Country Club
- Myakka River State Park
- North Beach At Fort DeSoto Park
- Weedon Island Preserve
- Alafia River State Park
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