Siesta Key Hotel Guide - Hotels with Connecting Rooms in Siesta Key, Florida

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Siesta Key Hotels with Connecting Rooms

Tonight
26 Jul - 27 Jul
Tomorrow
27 Jul - 28 Jul
Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug

Top Siesta Key Hotels with Connecting Rooms

Siesta Key Beachside Villas
Relax on the pristine beach with comfortable sun loungers and beach umbrellas.

Siesta Key Beachside Villas

2.5 star property
8.8 out of 10, Excellent, (837)
"I liked the location and proximity to the beach. I also liked that they had beach gear to use for your stay which was included at no extra charge!"
Siesta Key Beachside Villas
Tropical Breeze Resort
Relax in a shaded outdoor lounge with wicker sofas and chairs, surrounded by lush greenery and palm trees.

Tropical Breeze Resort

3.0 star property
8.8 out of 10, Excellent, (1016)
"Excellent stay Rooms were nice and clean"
Tropical Breeze Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Siesta Key Hotel Reviews

Tropical Breeze Resort

Tropical Breeze Resort

10/10 Excellent
"Easy access to downtown and beach "
Jon 3-night trip
Posted 8 days ago
Tropical Breeze Resort
Siesta Key Beachside Villas

Siesta Key Beachside Villas

10/10 Excellent
"I liked the location and proximity to the beach. I also liked that they had beach gear to use for your stay which was included at no extra charge!"
Lillian 2-night trip
Posted 9 days ago
Siesta Key Beachside Villas

Frequently asked questions

Why book your hotel with connecting rooms in Siesta Key with Expedia?
Expedia will help you find your ideal hotel with connecting rooms in Siesta Key. Taking the kids on holiday? Make your way to the filters to search for properties with amenities like free WiFi. If you have a fixed budget, choose how much you want to spend and the preferred star rating of your hotel. We'll help you find the right stay whatever your escape looks like.
How can I find cheap hotels with connecting rooms in Siesta Key?
With Expedia's handy filter tool, locating cheap hotels with connecting rooms in Siesta Key is easy. To find properties that are very pocket friendly, tailor your search results by budget, star rating and amenities.