A yellow lifeguard tower with an American flag on a beach with people and umbrellas.

Search Guest Houses in Siesta Key

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  • Upfront pricing

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Check prices for these dates

Next weekend
Jul 24 - Jul 26
In two weeks
Jul 31 - Aug 2
In one month
Aug 14 - Aug 16
In two months
Sep 11 - Sep 13

Our top choices for Siesta Key guest houses

Beach nearby, sun loungers, beach towels

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, (132 reviews)
"We loved our stay here!! The place was clean and comfortable. Definitely coming back! "
United States
Cresta Blanca
$220 nightly
The price is $245
Jul 26 - Jul 27
Total with taxes and fees
Close to Siesta Key beach with a hot tub and a large garden
Beach

Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball

Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
Central Sarasota
9.8 out of 10, Exceptional, (135 reviews)
"Great communication. Walking distance too many restaurants and attractions in Downtown Sarasota. Quiet neighbor and lovely accommodations."
United States
Louise
$163 nightly
The price is $182
Jul 22 - Jul 23
Total with taxes and fees
Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
Terrace/patio

Siesta key Guest House 5 star on the water Private

Siesta key Guest House 5 star on the water Private
South Sarasota
8.6 out of 10, Excellent, (20 reviews)
"Great location, right on the Phillipi Creek. Host was super friendly and welcoming. "
United States
Scott E.
$339 nightly
The price is $356
Jul 20 - Jul 21
Total with taxes and fees
Siesta key Guest House 5 star on the water Private
Marina

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.
$200 nightly
The price is $234
Jul 20 - Jul 21
Total with taxes and fees
ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym
Beach

Magical Guesthouse 1 mi from SRQ airport

Magical Guesthouse 1 mi from SRQ airport
Whitfield Estates
10.0 out of 10, Exceptional, (3 reviews)
"This house was absolutely charming! I caught myself In complete awe of every detail - from the fun decor, to the thoughtful inclusion of all kitchen supplies to make a full meal, to the soft shower towels and the incredibly comfortable bed, bedding and pillows! Fantastic stay."
United States
Alyssa D.
$246 nightly
The price is $246
Aug 3 - Aug 4
Total with taxes and fees
Magical Guesthouse 1 mi from SRQ airport
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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Top Siesta Key Hotel Reviews

Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"We had a wonderful stay!"
Megan Elizabeth 5-night trip
Posted 14 hours ago
Tropical Beach Resorts

Find out more about Siesta Key

Siesta Key Guest Houses information

Number of reviews
11,522
Accommodation
2 Guest Houses
Lowest Price
$109
Highest Price
$868

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 travelers 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 $109 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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