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

Search Guest Houses in Sarasota

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Sarasota guest houses

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, (137 reviews)
"Stephanie is a great host. The coach house is very clean and comfortable and all of the extras available to us made the trip so good - like beach chairs, umbrellas, e-bikes. It’s a great location with Main Street walkable and fantastic beaches by car."
United Kingdom
Liz
The price is ¥16,024
¥27,984 total
includes taxes & fees
Sep 9 - Sep 10
Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball

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, (140 reviews)
"Wonderful place to stay! Spacious, near Siesta Key beaches, and great pizza walking distance "
United States
Kari H.
The price is ¥17,342
¥38,411 total
includes taxes & fees
Sep 9 - Sep 10
Close to Siesta Key beach with a hot tub and a large garden

3. 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 ¥17,550
¥32,956 total
includes taxes & fees
Oct 8 - Oct 9
ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym

4. 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 ¥23,123
¥54,801 total
includes taxes & fees
Oct 1 - Oct 2
Siesta key Guest House 5 star on the water Private

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 ¥14,490
¥22,941 total
includes taxes & fees
Sep 11 - Sep 12
With Oasis Shared Backyard

6. 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 ¥16,093
¥40,114 total
includes taxes & fees
Sep 23 - Sep 24
Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

7. 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, (42 reviews)
"This place is adorable also properly stocked and very clean . The location is great! We thoroughly enjoyed are stay. I will be staying again in the next few weeks!"
United States
Julie R.
The price is ¥15,551
¥45,059 total
includes taxes & fees
Sep 13 - Sep 14
Charming Cottage in Pass-A-Grille Beach, Dogs Ok

8. Tree Top Getaway- Sleeps 4

Tree Top Getaway- Sleeps 4
Gulfport
9.0 out of 10, Wonderful, (8 reviews)
"Fun little property for a weekend getaway!"
United States
Charlotte C.
The price is ¥20,098
¥35,205 total
includes taxes & fees
Sep 9 - Sep 10
Tree Top Getaway- Sleeps 4

9. 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)
"The property was great and exactly what we needed! The location was within walking distance to so may great spots and the guide Lisa provided was super helpful."
United States
Phoebe A.
The price is ¥15,376
¥33,838 total
includes taxes & fees
Sep 12 - Sep 13
Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio

10. 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 ¥11,561
¥29,519 total
includes taxes & fees
Sep 15 - Sep 16
Cozy studio "glamping" shack 2 miles from Englewood Beach!

11. 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, (17 reviews)
"Great location for walking to beach and local restaurants. Prefect size for my family of four."
United States
Melissa G
The price is ¥17,956
¥53,127 total
includes taxes & fees
Sep 9 - Sep 10
A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!

12. Your Perfect Manasota Beach Paradise

Your Perfect Manasota Beach Paradise
Manasota
The price is ¥27,377
¥42,730 total
includes taxes & fees
Sep 11 - Sep 12
Your Perfect Manasota Beach Paradise

13. Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA
Madeira Beach
The price is ¥18,343
¥54,822 total
includes taxes & fees
Sep 17 - Sep 18
Steps to Beach, Heated Pool, 2 Queen Beds, 2BA
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Sarasota Hotel Reviews

Find out more about Sarasota

Sarasota Guest Houses information

Number of reviews
441
Accommodation
17 Guest Houses
Lowest Price
¥22,941
Highest Price
¥54,822

Explore a world of travel with Expedia