House holiday rentals in Osprey
Find and book unique houses on Airbnb
Top-rated house rentals in Osprey
Guests agree: These houses 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 house rentals
House rentals with a pool
Home in Sarasota
4.94 out of 5 average rating, 297 reviews☀Coastal Gem☀Heated pool & amazing location!☀
19–26 Jul
Home in Venice
4.85 out of 5 average rating, 136 reviewsGetaway Relax Home/Beaches 5-10minutes/Heated Pool
29 Jun – 6 Jul
Home in Sarasota
4.97 out of 5 average rating, 206 reviewsYour private retreat near Siesta Key Beach.
6–13 Aug
Home in Nokomis
4.88 out of 5 average rating, 147 reviews4/2.5 Oak Bahay, Heated Pool! 5min to Beach,4Acres
23–30 Dec
Home in Sarasota
4.93 out of 5 average rating, 106 reviewsLake Front House with a Pool
31 Oct – 7 Nov
Home in Sarasota
4.81 out of 5 average rating, 107 reviews1 House 1400sq. ft. 12 min from Siesta Key!
11–18 Apr
Home in Osprey
5.0 out of 5 average rating, 23 reviewsHeated Pool | 3 Beds | Near Beaches and parks
13–20 Jun
Home in Nokomis
4.95 out of 5 average rating, 19 reviewsBlue Sky Retreat
18–25 Aug
Weekly house rentals
Home in Nokomis
5.0 out of 5 average rating, 9 reviewsUpdated house close to the Beach
9–16 Aug
Home in Osprey
4.91 out of 5 average rating, 33 reviewsSand Dollar Cottage - 15m to Siesta / Casey Key
19–26 Jan
Home in Sarasota
4.92 out of 5 average rating, 61 reviewsSarasota Summer Beach Bliss!
5–12 Jun
Home in Nokomis
4.92 out of 5 average rating, 25 reviewsCheerful 3-bedroom
16–23 Aug
Home in Venice
4.9 out of 5 average rating, 41 reviewsVenice Gardens, 2-Br Pet Friendly Home - Indra
5–12 Dec
Home in Sarasota
4.96 out of 5 average rating, 25 reviewsBeach house #2
28 Sep – 5 Oct
Home in Nokomis
5.0 out of 5 average rating, 46 reviewsCharming vacation home, short walk to the beach
17–24 Jul
Home in Nokomis
5.0 out of 5 average rating, 21 reviewsSea Turtle Cottage
25 Jul – 1 Aug
Private house rentals
Home in Nokomis
5.0 out of 5 average rating, 17 reviewsLuxury Oasis Home 3BR 2Bath with Heated Pool
7–14 Nov
Home in Sarasota
4.92 out of 5 average rating, 53 reviews1 Bed 1 bath 7 mins to the beach
26 Jun – 3 Jul
Home in Nokomis
5.0 out of 5 average rating, 34 reviewsMinutes to Floridas most beautiful beaches!
18–25 Jul
Home in Nokomis
5.0 out of 5 average rating, 42 reviewsMinutes to Nokomis Beach Updated and Spacious
17–24 May
Home in Nokomis
4.86 out of 5 average rating, 21 reviewsDream at the quiet "Blue NOKO"
6–13 Jul
Home in Nokomis
4.98 out of 5 average rating, 57 reviewsTiki Oasis 3bed on .6 acre paradise 5 min to Beach
18–25 Jan
Home in Sarasota
4.98 out of 5 average rating, 58 reviewsCheerful cottage, fenced private patio, near beach
2–9 Nov
Home in Venice
5.0 out of 5 average rating, 16 reviewsEndless Summer 3br/2ba
20–27 Jun
Quick stats about house rentals in Osprey
Total rentals
40 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
540 reviews
Nightly prices starting at
$134 NZD before taxes and fees
Destinations to explore
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