Guest house holiday rentals in Sarasota
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Top-rated guest house rentals in Sarasota
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for guest house rentals in Sarasota
Family-friendly guest house rentals
Guest house in Sarasota
4.98 out of 5 average rating, 130 reviewsThe Mermaid and Corkscrew Loft
2–9 Sep
Guest house in Sarasota
4.97 out of 5 average rating, 407 reviewsQuick and Easy Walk Downtown - Tons of Amenities
17–24 Jan
Guest house in Sarasota
4.99 out of 5 average rating, 98 reviewsSarasota Pool House
31 May – 7 Jun
Guest house in Port Charlotte
4.84 out of 5 average rating, 44 reviewsExclusive Apartment in Park Setting
6–13 May
Guest house in Sarasota
4.78 out of 5 average rating, 18 reviewsGuest House Get Away! Great Area. Private. Relax!
12–19 Sep
Guest house in Siesta Key
4.95 out of 5 average rating, 21 reviewsSiesta Key Luxurious Beach Cottage
1–8 Oct
Guest house in Sarasota
4.47 out of 5 average rating, 125 reviewsLa Casa Pequeña - Pool House
12–19 May
Guest house rentals with a patio
Guest house in Bradenton
4.99 out of 5 average rating, 134 reviewsConch Cottage adorable one bedroom with pool.
8–15 Jan
Guest house in Bradenton
4.94 out of 5 average rating, 125 reviewsThe Enchantment, Cozy guesthouse,7mi to the beach!
12–19 Jul
Guest house in Bradenton
4.96 out of 5 average rating, 107 reviewsSweet MERMAID #1
8–15 Sep
Guest house in Bradenton Beach
5.0 out of 5 average rating, 120 reviewsBradenton Beach Sunsets 1, Anna Maria Island, FL
10–17 Jan
Guest house in Sarasota
4.91 out of 5 average rating, 65 reviewsCity Garden Cottage
10–17 Jul
Guest house in Sarasota
4.92 out of 5 average rating, 97 reviewsCozy Heaven Studio I
5–12 Oct
Guest house in Sarasota
4.88 out of 5 average rating, 96 reviewsGuest house w/heated salt water pool and Game Room
3–10 Sep
Guest house in Sarasota
4.95 out of 5 average rating, 21 reviewsDowntown Sarasota Guest House
17–24 Jul
Guest house rentals with a washing machine and dryer
Guest house in Sarasota
4.93 out of 5 average rating, 173 reviews1920s Cottage in a Private Tropical Wooded Setting
23–30 Jan
Guest house in St. Pete Beach
4.92 out of 5 average rating, 153 reviewsA Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok!
7–14 Oct
Guest house in Englewood
4.87 out of 5 average rating, 293 reviewsBeach Casita. Private Beach access.
24–31 May
Guest house in Sarasota
5.0 out of 5 average rating, 28 reviewsBeautifully decorated 1bdrm carriage house
27 May – 3 Jun
Guest house in Sarasota
4.94 out of 5 average rating, 51 reviewsNew Cozy Wild Cottage near Pinecraft.
27 May – 3 Jun
Guest house in Sarasota
4.95 out of 5 average rating, 20 reviewsNEW cottage near Downtown with boat parking
24 Feb – 3 Mar
Guest house in Sarasota
4.93 out of 5 average rating, 68 reviewsStorybook Cottage With Pool Near the Bay & Beach
8–15 Aug
Guest house in Sarasota
5.0 out of 5 average rating, 100 reviewsMagical Guesthouse 1 mi from SRQ airport
7–14 Jan
Quick stats about guest house rentals in Sarasota
Total rentals
60 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
4.2K reviews
Destinations to explore
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