House vacation 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.
Vacation 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!☀
Aug 2 – 9
Home in Venice
4.85 out of 5 average rating, 136 reviewsGetaway Relax Home/Beaches 5-10minutes/Heated Pool
Jun 26 – Jul 3
Home in Sarasota
4.97 out of 5 average rating, 206 reviewsYour private retreat near Siesta Key Beach.
Oct 10 – 17
Home in Sarasota
4.93 out of 5 average rating, 106 reviewsLake Front House with a Pool
Sep 22 – 29
Home in Sarasota
4.95 out of 5 average rating, 181 reviews2bed/2bath with POOL house, close by SIESTA KEY!!!
Sep 19 – 26
Home in Nokomis
4.88 out of 5 average rating, 147 reviews4/2.5 Oak Bahay, Heated Pool! 5min to Beach,4Acres
Dec 23 – 30
Home in Sarasota
4.81 out of 5 average rating, 107 reviews1 House 1400sq. ft. 12 min from Siesta Key!
Dec 31 – Jan 7
Home in Osprey
5.0 out of 5 average rating, 23 reviewsHeated Pool | 3 Beds | Near Beaches and parks
Jun 11 – 18
Weekly house rentals
Home in Nokomis
5.0 out of 5 average rating, 9 reviewsUpdated house close to the Beach
Sep 20 – 27
Home in Sarasota
5.0 out of 5 average rating, 5 reviewsCute 2 bedroom home close to it all.
Sep 16 – 23
Home in Sarasota
4.94 out of 5 average rating, 18 reviewsSiesta Key backyard with private spa quiet area
May 16 – 23
Home in Sarasota
4.92 out of 5 average rating, 61 reviewsSarasota Summer Beach Bliss!
Jun 3 – 10
Home in Sarasota
5.0 out of 5 average rating, 5 reviewsCozy Heaven Studio III
Nov 5 – 12
Home in Sarasota
4.96 out of 5 average rating, 25 reviewsBeach house #2
Sep 3 – 10
Home in Venice
4.96 out of 5 average rating, 70 reviewsFully renovated 2 bedroom coastal home
Aug 2 – 9
Home in Nokomis
5.0 out of 5 average rating, 46 reviewsCharming vacation home, short walk to the beach
Jul 22 – 29
Private house rentals
Home in Venice
5.0 out of 5 average rating, 29 reviewsVenice Bungalow
Jul 23 – 30
Home in Osprey
4.97 out of 5 average rating, 33 reviewsSarasota vacation Home!
Jun 27 – Jul 4
Home in Nokomis
5.0 out of 5 average rating, 34 reviewsMinutes to Floridas most beautiful beaches!
Jul 18 – 25
Home in Venice
5.0 out of 5 average rating, 16 reviewsEndless Summer 3br/2ba
Jun 15 – 22
Home in Nokomis
5.0 out of 5 average rating, 17 reviewsLuxury Oasis Home 3BR 2Bath with Heated Pool
Oct 24 – 31
Home in Nokomis
5.0 out of 5 average rating, 5 reviewsSandy Beaches Minutes Away! Fun in the sun Resort
Jun 21 – 28
Home in Nokomis
4.86 out of 5 average rating, 21 reviewsDream at the quiet "Blue NOKO"
Jul 4 – 11
Home in Nokomis
4.98 out of 5 average rating, 57 reviewsTiki Oasis 3bed on .6 acre paradise 5 min to Beach
Sep 17 – 24
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
ﺩ.ﺇ294 before taxes and fees
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