Holiday rentals with outdoor seating in Osprey
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Osprey
Guests agree: These Holiday Houses with Outdoor Seating 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 Osprey outdoor seating rentals
Holiday House Rentals with Outdoor Seating
Home in Sarasota
4.87 out of 5 average rating, 204 reviewsThe Pineapple Suite.Teal tropical home in Sarasota
28 Aug – 4 Sep
Home in Venice
4.93 out of 5 average rating, 108 reviewsA Dream Come True
23–30 Sep
Home in Sarasota
5.0 out of 5 average rating, 279 reviewsStunning Luxe Casita- Gateway to Siesta Beach
6–13 Aug
Home in Venice
4.89 out of 5 average rating, 161 reviewsVenice Pool Villa with Bikes Kayaks Great Beaches!
7–14 Dec
Home in Venice
4.91 out of 5 average rating, 116 reviewsNear historical downtown Venice and Venice beach
17–24 Aug
Home in Sarasota
4.9 out of 5 average rating, 145 reviewsSunshine Suite, Minutes to Beach,Tropical Paradise
11–18 Apr
Home in Sarasota
4.96 out of 5 average rating, 111 reviewsNewly Renovated Ranch Minutes From Beach/Downtown
12–19 Oct
Home in Sarasota
4.94 out of 5 average rating, 297 reviews☀Coastal Gem☀Heated pool & amazing location!☀
19–26 Jul
Apartment rentals with outdoor seating
Apartment in Sarasota
4.96 out of 5 average rating, 207 reviewsPrivate 2 Bedroom Suite with Kitchenette
15–20 Jun
Apartment in Sarasota
4.92 out of 5 average rating, 251 reviewsThe Tangerine Apart (Near Downtown/ Spacious)
28 Aug – 4 Sep
Apartment in Sarasota
4.98 out of 5 average rating, 160 reviewsNear Siesta Key Beaches - Quiet 1 BR apt
13–20 Jul
Apartment in Englewood
4.94 out of 5 average rating, 341 reviewsThe Oz Cottage Room Studio with Hot tub, Pool
25 Sep – 2 Oct
Apartment in Sarasota
4.95 out of 5 average rating, 140 reviews★1 BLOCK TO SIESTA DRIVE★KING BED★FULL KITCHEN★
3–10 Jul
Apartment in Englewood
4.93 out of 5 average rating, 415 reviewsBeach Front Property w/Pool Sandy Toes #2
20–27 Apr
Apartment in Ellenton
4.96 out of 5 average rating, 321 reviewsSerenity on the Manatee
25 Jul – 1 Aug
Apartment in Sarasota
4.97 out of 5 average rating, 201 reviewsModern Private Apartment 1 Block from Sarasota Bay
3–10 Sep
Condo rentals with outdoor seating
Condo in Sarasota
4.8 out of 5 average rating, 199 reviewsNear beach. Pool view. King bed. Daily rentals
8–15 Jan
Condo in Venice
4.82 out of 5 average rating, 219 reviewsUpdated beachy condo - ready for you!
12–19 Dec
Condo in Bradenton
4.94 out of 5 average rating, 108 reviewsNewly remodeled cozy 2 bed/2.5 bath townhome
14–21 May
Condo in Sarasota
4.91 out of 5 average rating, 216 reviewsNew Renovation! Walk to Beach, Pool, Restaurants!
24 Sep – 1 Oct
Condo in Siesta Key
4.83 out of 5 average rating, 237 reviewsSiesta Key 1/1 King bed “Sunset Suite” Pool Kayaks
Condo in Siesta Key
4.96 out of 5 average rating, 276 reviewsOn the Beach; Siesta Key SunBum Studio
29 Dec – 5 Jan
Condo in Sarasota
4.95 out of 5 average rating, 123 reviewsCozy Beach Side 1BD/2BA, Walk to Beach & Pool
13–20 Sep
Condo in Nokomis
4.83 out of 5 average rating, 142 reviewsPrivate Beachside Kitchenette
14–21 Sep
Quick stats about holiday rentals with outdoor seating in Osprey
Total rentals
40 properties
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1K reviews
Nightly prices starting at
$101 NZD before taxes and fees
Destinations to explore
- Sarasota Holiday rentals
- Anna Maria Island Holiday rentals
- Tampa Holiday rentals
- Naples Holiday rentals
- Kissimmee Holiday rentals
- Orlando Holiday rentals
- West Palm Beach Holiday rentals
- Boca Raton Holiday rentals
- Fort Lauderdale Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Key West Holiday rentals
- Rentals with outdoor seating United States
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- Rentals with outdoor seating Florida
- Rentals with outdoor seating Tampa
- Rentals with outdoor seating Naples
- Rentals with outdoor seating Sarasota County
- Monthly Rentals Osprey
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- Rentals with pools Osprey
- Pet-friendly rentals Osprey
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