Search Guest Houses in Siesta Key from CA $141

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Siesta Key guest houses

A lifeguard tower with a blue umbrella and a yellow flag on a sandy beach.

1. Close to Siesta Key beach with a hot tub and a large garden

Close to Siesta Key beach with a hot tub and a large garden
Sarasota
9.8 out of 10, Exceptional, (143 reviews)
"The hosts and the property were a joy to be involved with. We really enjoyed our stay."
United States
Dennis B.
The price is CA $159
CA $346 total
includes taxes & fees
Nov 10 - Nov 11
Close to Siesta Key beach with a hot tub and a large garden
A covered outdoor deck with a ceiling fan, wooden railing, and a seating area with cushions.

2. Siesta key Guest House 5 star on the water Private

Siesta key Guest House 5 star on the water Private
South Sarasota
8.8 out of 10, Excellent, (21 reviews)
"Great location, right on the Phillipi Creek. Host was super friendly and welcoming. "
United States
Scott E.
The price is CA $141
CA $381 total
includes taxes & fees
Nov 9 - Nov 10
Siesta key Guest House 5 star on the water Private
A beach with gentle waves and a sunset.

3. Coolest Downtown Neighborhood - Ebikes

Coolest Downtown Neighborhood - Ebikes
Central Sarasota
9.8 out of 10, Exceptional, (140 reviews)
"Cute place in a great location! Accurate listing, clean, and easy place to relax."
United States
Kathleen R.
The price is CA $171
CA $272 total
includes taxes & fees
Nov 10 - Nov 11
Coolest Downtown Neighborhood - Ebikes
A marina with boats docked, a wooden dock, and a clear sky.

4. ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym

ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym
Whitfield Estates
7.4 out of 10, Good, (6 reviews)
"Looking for a couple nights close to Anna Maria Island without being ON the island. Turns out we were here once before and didnt realize it was the same place. Love the "Back Yard" surprises"
United States
Susan B.
The price is CA $154
CA $285 total
includes taxes & fees
Nov 9 - Nov 10
ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym
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.
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Learn more about Siesta Key

The powdery white sand of Siesta Beach feels cool underfoot even on the hottest summer days. Rent a paddleboard at sunset to glide through the calm Gulf waters and spot dolphins arcing alongside you.

See all hotels in Siesta Key
A coastal city with a long sandy beach, a marina, and several high-rise buildings.

Top reviews in Siesta Key

A hotel with a pool, palm trees, and a sign reading "Twin Palms."
Twin Palms at Siesta

Twin Palms at Siesta

Twin Palms at Siesta
Siesta Key

10/10 Excellent

Loved our stay at Twin Palm's. Everything was exactly as promised, easy keyless entry, very comfortable bed. Beautiful area, perfect for walking and very close to restaurants and shopping. There is also a free shuttle to the main Siesta Key village and beach. Highly recommend and wouldn't stay anywhere else when visiting Siesta Key.
Canada
Jo
Reviewed January 24, 2023
Twin Palms at Siesta

Frequently Asked Questions

What are the most popular guest houses in Siesta Key according to reviews?

Luxe 3BR Siesta Key Home Pool is a fantastic choice for travellers seeking both comfort and adventure in this beautiful coastal area. With top amenities such as a fully equipped kitchen, including an oven and dishwasher, guests can easily whip up meals or snacks during their stay. The outdoor pool offers a refreshing escape after a day of exploring the stunning beaches, making it a great retreat for families and groups.

What is the nightly rate for a guest house in Siesta Key?

Rates for Siesta Key guest houses vary, but travelers can find great-value prices from CA $141 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Siesta Key guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.

What's the difference between a Siesta Key guest house and a B&B?

A guest house in Siesta Key is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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