A beach with a wooden pier extending into the turquoise sea, palm trees, and people walking on the pier.

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Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

Our top choices for Sarasota guest houses

A beach with gentle waves and a sunset.

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

Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
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 $167
CA $282 total
includes taxes & fees
Oct 26 - Oct 27
Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
A lifeguard tower with a blue umbrella and a yellow flag on a sandy beach.

2. 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, (141 reviews)
"place was spotless when we arrived.. and had excellent communication with the host from start to finish. the location was perfect for our family vacation and we had an amazing time!"
United States
Robert R.
The price is CA $159
CA $358 total
includes taxes & fees
Oct 25 - Oct 26
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.

3. 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 $419 total
includes taxes & fees
Oct 21 - Oct 22
Siesta key Guest House 5 star on the water Private
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 $161
CA $303 total
includes taxes & fees
Oct 21 - Oct 22
ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym
A wooden outdoor bar area with a clear view of the backyard, including a wooden fence, palm trees, and a small pool.

5. With Oasis Shared Backyard

With Oasis Shared Backyard
Lake Maggiore Shore
8.2 out of 10, Very good, (36 reviews)
"Just stayed onenight. Will stay again"
United States
Glen V.
The price is CA $133
CA $210 total
includes taxes & fees
Oct 21 - Oct 22
With Oasis Shared Backyard
Beach

6. Cozy studio "glamping" shack 2 miles from Englewood Beach!

Cozy studio "glamping" shack 2 miles from Englewood Beach!
Englewood Central
8.8 out of 10, Excellent, (6 reviews)
"Wonderful place hosted by a very nice family"
United States
Stephen T.
The price is CA $106
CA $267 total
includes taxes & fees
Oct 27 - Oct 28
Cozy studio "glamping" shack 2 miles from Englewood Beach!
A beach at sunset with waves and a colorful sky.

7. Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio

Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio
Historic Old Northeast
9.8 out of 10, Exceptional, (18 reviews)
"Great location "
United States
Jeffrey F.
The price is CA $110
CA $281 total
includes taxes & fees
Nov 2 - Nov 3
Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio
A beach with a sandy shore, a few people, and buildings in the background.

8. Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes
Pass-a-Grille
9.2 out of 10, Wonderful, (10 reviews)
"Perfect little space. Clean, comfortable and you just can't beat the location. Lisa was a joy to work with. "
United States
Laura P.
The price is CA $167
CA $411 total
includes taxes & fees
Oct 21 - Oct 22
Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes
An aerial view of a coastal town with a long sandy beach, a marina, and residential buildings.

9. A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!

A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!
Pass-a-Grille
9.6 out of 10, Exceptional, (18 reviews)
"Great location for walking to beach and local restaurants. Prefect size for my family of four."
United States
Melissa G
The price is CA $224
CA $563 total
includes taxes & fees
Oct 25 - Oct 26
A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!
An aerial view of a coastal town with a long sandy beach, a marina, and residential buildings.

10. Charming Cottage in Pass-A-Grille Beach, Dogs Ok

Charming Cottage in Pass-A-Grille Beach, Dogs Ok
Pass-a-Grille
9.6 out of 10, Exceptional, (46 reviews)
"Perfect place for a getaway"
United States
Barbara F.
Charming Cottage in Pass-A-Grille Beach, Dogs Ok
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 Sarasota Hotel Reviews

Kompose Boutique Hotel

Kompose Boutique Hotel

8/10 Good
"Everything was great. Except the bed squeak. The black frame squeak as you say at the end of the bed."
lauren 1-night trip
Posted less than an hour ago
Kompose Boutique Hotel

Find out more about Sarasota

Sarasota Guest Houses information

Number of reviews
442
Accommodation
16 Guest Houses
Lowest Price
CA $210
Highest Price
CA $563

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