Title: Holiday Rentals Osprey from £118: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Osprey Travel Guide](https://expedia.co.uk/Osprey.dx55888)[Hotels in Osprey](https://expedia.co.uk/Osprey-Hotels.d55888.Travel-Guide-Hotels)[Things to do in Osprey](https://expedia.co.uk/Things-To-Do-In-Osprey.d55888.Travel-Guide-Activities)[Osprey Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Osprey.d55888.Car-Hire-Guide)[Osprey Holidays](https://expedia.co.uk/Osprey.d55888.Holidays-City-Breaks) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495790-osprey.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in Osprey ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [24 Oct - 26 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=55888&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [7 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=55888&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [5 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=55888&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [2 Jan - 4 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=55888&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Rentals in Osprey ![House | 2 bedrooms, Internet](https://images.trvl-media.com/lodging/100000000/99230000/99225800/99225713/91ed60d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 2 bedrooms, Internet](https://images.trvl-media.com/lodging/100000000/99230000/99225800/99225713/769f8563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 2 bedrooms, Internet](https://images.trvl-media.com/lodging/100000000/99230000/99225800/99225713/d838df32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 2 bedrooms, Internet](https://images.trvl-media.com/lodging/100000000/99230000/99225800/99225713/0e37bf6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Florida Beach Home w King Bed Patio Bay Acres 10/10 Exceptional (2) "The best place to stay! Super clean home and friendly service. I would stay here again. " [](https://www.expedia.co.uk/Osprey-Hotels-Charming-Florida-Beach-Home-W-King-Bed-Patio.h99225713.Hotel-Information) ![Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/ab658cfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/7dc05471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/28955014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Beach Resorts South Village 9.4/10 Exceptional (5027) "Great place and loved the closeness to the beach!" £124 includes taxes & fees 13 Oct - 14 Oct [](https://www.expedia.co.uk/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) ![Front of property – evening/night](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3fe58375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/4d68eb6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Luxury Single | Private kitchenette | Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/13f03971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Florida Family Single | Private kitchen | Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/06d7bc78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Captiva Beach Resort South Village 9.0/10 Wonderful (1142) "2nd time and excellent as always..close to the beach and great surroundings " [](https://www.expedia.co.uk/Sarasota-Hotels-Captiva-Beach-Resort.h1163507.Hotel-Information) ![Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/6ff58e07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed | Premium bedding, pillow-top beds, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/9e206b23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-sized fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/e6cbbbd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/f710e6e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hibiscus Suites - Gateway to Siesta Key Sarasota 8.6/10 Excellent (2179) "Friendly staff, room was really clean!" [](https://www.expedia.co.uk/Sarasota-Hotels-Hibiscus-Suites-Gateway-To-Siesta-Key.h1212924.Hotel-Information) ![Deluxe Suite, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/62be52d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room | Terrace/patio](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/be5906a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Studio Suite | 2 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/c5bfb01f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Room | 2 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/9d53ae34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SeaSpray Resort Siesta Key 9.6/10 Exceptional (47) "I love everything about this place so beautiful with walking distance to the beach " £173 includes taxes & fees 26 Oct - 27 Oct [](https://www.expedia.co.uk/Siesta-Key-Hotels-SeaSpray-Resort.h114189452.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/6000000/5460000/5453000/5452904/e9de80f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool, open 7:00 AM to 9:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/6000000/5460000/5453000/5452904/e9c999e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/6000000/5460000/5453000/5452904/2c6b16f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/6000000/5460000/5453000/5452904/ed6dadf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ringling Beach House Siesta Key 9.0/10 Wonderful (329) "We liked the stay very much " [](https://www.expedia.co.uk/Sarasota-Hotels-The-Ringling-Beach-House.h5452904.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/a5a3d5ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillow-top beds, in-room safe, free WiFi](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/w5097h3107x0y0-f4bbaa75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, free pool cabanas](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/876c7c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch TV with cable channels, MP3 dock](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/2e2e6989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Residences at Siesta Key Beach by Hyatt Vacation Club South Village 9.6/10 Exceptional (292) "Loved our stay! " £410 includes taxes & fees 22 Oct - 23 Oct [](https://www.expedia.co.uk/Siesta-Key-Hotels-The-Residences-At-Siesta-Key-Beach-By-Hyatt-Vacation-Club.h3819631.Hotel-Information) ![On the beach, white sand](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/8623a3bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio with Balcony | View from room](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/7c582a96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/81bf853e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Economy Studio | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/75543294.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Club I Beach Resort Longboat Key 9.2/10 Wonderful (328) "Our room was on the beach! Beds and furniture were very comfortable!! Lots of outdoor seating and extremely close to the water!" [](https://www.expedia.co.uk/Sarasota-Hotels-Sea-Club-I-Beach-Resort.h8109251.Hotel-Information) ![Cabin (Tiny House - The Siesta) | Living area | Flat-screen TV, Netflix, streaming services](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/69212d51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, 2 Bedrooms (Tiny House - Aqua Oasis) | 1 bedroom, individually decorated, individually furnished, soundproofing](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/8f76b808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin (Tiny House - Yellow Lifeguard Stand) | Living area | Flat-screen TV, Netflix, streaming services](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/a6eb001c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/d76cc0aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiny House Siesta Sarasota 8.4/10 Very good (330) "We had a great time at Tiny House, location can not be better and everything was as described." £134 includes taxes & fees 13 Oct - 14 Oct [](https://www.expedia.co.uk/Sarasota-Hotels-Tiny-House-Siesta.h21430911.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/88000000/87370000/87365400/87365320/5a12d0ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87370000/87365400/87365320/c2ba7ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/88000000/87370000/87365400/87365320/f9b8957b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, Internet, bed sheets](https://images.trvl-media.com/lodging/88000000/87370000/87365400/87365320/be9fb020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times Siesta Key Village 9.8/10 Exceptional (24) "Beatiful property, one block from the beach. Plenty of amenities" [](https://www.expedia.co.uk/Siesta-Key-Hotels-New-Luxury-Home-With-Private-Pool-And-Waterslide-1-Minute-Walk-To-The-Beach.h87365320.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/12000000/11900000/11897700/11897601/90d49a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom (123 Sea Spray) | In-room dining](https://images.trvl-media.com/lodging/12000000/11900000/11897700/11897601/d400f106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, sun-loungers, beach umbrellas](https://images.trvl-media.com/lodging/12000000/11900000/11897700/11897601/ae35116d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/12000000/11900000/11897700/11897601/984b49c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Palms By the Beach South Village 9.2/10 Wonderful (132) "We loved the condo. The distance to the beach was amazing. The wagon and beach chairs that were provided were so nice! The condo was clean and in great shape. The pool/ outdoor area was beautiful! We couldn’t have asked for a better place! " [](https://www.expedia.co.uk/Sarasota-Hotels-Siesta-Palms-By-The-Beach.h11897601.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/109000000/108760000/108753100/108753056/w2398h1348x2y6-214d5e5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom | Living area | TV](https://images.trvl-media.com/lodging/109000000/108760000/108753100/108753056/ed4ab08b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms | 2 bedrooms, individually decorated, individually furnished](https://images.trvl-media.com/lodging/109000000/108760000/108753100/108753056/2ec0e483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108760000/108753100/108753056/daf3f4ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bradenton Apartments by Landing Bradenton 7.6/10 Good (46) "Perfect place " [](https://www.expedia.co.uk/Bradenton-Hotels-Barsala-At-Champions-Walk.h108753056.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90030000/90021900/90021825/78c2df61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-sized fridge, microwave, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/91000000/90030000/90021900/90021825/04923579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 2 Double Beds | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90030000/90021900/90021825/c0cd244a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90030000/90021900/90021825/f58c5935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kon Tiki Inn Venice 10/10 Exceptional (237) "Charming, clean, and comfortable. Will definitely stay again when I'm the area. " £118 includes taxes & fees 27 Oct - 28 Oct [](https://www.expedia.co.uk/Venice-Hotels-Kon-Tiki-Inn.h90021825.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/8000000/7810000/7806300/7806268/ae9c7c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Large 2 Bedrooms, 1 Bath, Kitchen, Patio | Private kitchen | Full-sized fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/8000000/7810000/7806300/7806268/5c2f5058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Large 2 Bedrooms, 1 Bath, Kitchen, Patio | Living area | 42-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/8000000/7810000/7806300/7806268/95eba461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/8000000/7810000/7806300/7806268/06c79d70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Venice Beach Villas Venice 9.4/10 Exceptional (448) "Staff was great. Room was very clean. Laundry onsite and the pool was wonderful! Will stay again!!!" [](https://www.expedia.co.uk/Sarasota-Hotels-Venice-Beach-Villas.h7806268.Hotel-Information) ![322 Calle Miramar, Siesta Key, FL W/pool | Private kitchen](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/aa15caa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![711 Beach Rd, Siesta Key, FL No Pool | 2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/5d33a805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/9ff42f58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/08963d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Key Island Rentals Siesta Key 9.6/10 Exceptional (48) "This place was incredible. We have traveled a lot with family and this was the best. Very comfortable and accommodating! I really cannot say enough good about this house. " £267 includes taxes & fees 13 Oct - 14 Oct [](https://www.expedia.co.uk/Siesta-Key-Hotels-Siesta-Key-Island-Rentals.h89714291.Hotel-Information) ![Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/1bfe228b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Cabana, 2 Bedroom 2 Bath (1 King, 2 Twins) | Balcony view](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/e6c99f5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Living area | 65-inch Smart TV with cable channels, TV, DVD player](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/14dfe9f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/e9ce27d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn On Siesta Key Siesta Key 10/10 Exceptional (184) "clean and close proximity to beach and restaurants" [](https://www.expedia.co.uk/Sarasota-Hotels-The-Inn-On-Siesta-Key.h9768901.Hotel-Information) ![Beach nearby, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/38000000/37880000/37877900/37877891/2173fe57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37880000/37877900/37877891/ade5882a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/38000000/37880000/37877900/37877891/b9fb6ae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/38000000/37880000/37877900/37877891/5a507f37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Villas of Venice Beach Venice 9.6/10 Exceptional (239) "Great Location !!" [](https://www.expedia.co.uk/Sarasota-Hotels-Tropical-Villas-Of-Venice-Beach.h37877891.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/74000000/73780000/73778600/73778592/0ced7c7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73780000/73778600/73778592/ebe08513.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73780000/73778600/73778592/2a8ccb44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73780000/73778600/73778592/a7995573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning Home, Resort Pool Area w/ Waterslide and Spa, Gulf Views Siesta Key Village 10/10 Exceptional (40) "This was the perfect place to stay for a large family with kids. The location to the beach and restaurants couldn't have been more convenient. Amazing vacation!" [](https://www.expedia.co.uk/Siesta-Key-Hotels-Heated-PoolSpa-And-Waterslide.h73778592.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/118000000/117130000/117124700/117124622/6a763170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117130000/117124700/117124622/ef360f70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117130000/117124700/117124622/4332aa53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117130000/117124700/117124622/ba30e550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Home Directly on Siesta Key Beach! Siesta Key 9.8/10 Exceptional (6) "The home was beautiful and well equipped and management was quick to respond to any questions that we had. Direct access to a gorgeous beach was definitely the highlight!! " [](https://www.expedia.co.uk/Siesta-Key-Hotels-Private-Home-Directly-On-Siesta-Key-Beach.h117124622.Hotel-Information) ![On the beach, sun-loungers](https://images.trvl-media.com/lodging/58000000/57950000/57946700/57946676/d31eb89c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57950000/57946700/57946676/8ac1c392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/58000000/57950000/57946700/57946676/68098220.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57950000/57946700/57946676/ebcaceac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Key Cottage – Best Value! Just Cross the Street to the Gulf! Siesta Key 9.4/10 Exceptional (35) "Great location and experience" [](https://www.expedia.co.uk/Siesta-Key-Hotels-LAST-MINUTE-THE-BEACH-SIESTA-KEY-VACATION-BEST-VALUE-HOUSE.h57946676.Hotel-Information) 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. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2025-10-25&endDate=2025-10-26®ionId=55888&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOsprey-Holiday-Rentals.d55888.Travel-Guide-HolidayRentals)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOsprey-Holiday-Rentals.d55888.Travel-Guide-HolidayRentals) ## Top Osprey Hotel Reviews ![Hyatt Place Sarasota/Bradenton Airport](//images.trvl-media.com/lodging/3000000/2280000/2277500/2277489/6e9ac4ec_y.jpg) ### Hyatt Place Sarasota/Bradenton Airport 10/10 Excellent "Very Clean, comfortable, front desk service great!" [](https://expedia.co.uk/Sarasota-Hotels-Hyatt-Place-SarasotaBradenton-Airport.h2277489.Hotel-Information) ![Extended Stay America Premier Suites - Bradenton](//images.trvl-media.com/lodging/112000000/112000000/111997000/111996951/92d26979_y.jpg) ### Extended Stay America Premier Suites - Bradenton 10/10 Excellent "Perfect place to stay for an extended time. " [](https://expedia.co.uk/Bradenton-Hotels-Extended-Stay-America-Premier-Suites-Bradenton.h111996951.Hotel-Information) ![Ameniti Bay, BW Signature Collection](//images.trvl-media.com/lodging/39000000/38800000/38796200/38796114/79763f71_y.jpg) ### Ameniti Bay, BW Signature Collection 10/10 Excellent "Very clean rooms,staff was fabulous, i recommend 100%" [](https://expedia.co.uk/Sarasota-Hotels-Ameniti-Bay.h38796114.Hotel-Information) ![The Westin Sarasota](//images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/7ee146c3_y.jpg) ### The Westin Sarasota 10/10 Excellent "Very good" [](https://expedia.co.uk/Sarasota-Hotels-The-Westin-Sarasota.h16818933.Hotel-Information) ![Carlisle Inn](//images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/9a1b0e30_y.jpg) ### Carlisle Inn 10/10 Excellent "It was a really pleasant stay. I recommend the property, breakfast was excellent and the front desk staff were professional, welcoming and friendly. " [](https://expedia.co.uk/Sarasota-Hotels-Carlisle-Inn.h19761082.Hotel-Information) ![Lido Beach Resort](//images.trvl-media.com/lodging/1000000/40000/34600/34597/d9fc7fce_y.jpg) ### Lido Beach Resort 10/10 Excellent "The property is situated right on the beach. Very well maintained hotel with all the amenities possible. Staff is friendly and helpful! " [](https://expedia.co.uk/Sarasota-Hotels-Lido-Beach-Resort.h34597.Hotel-Information) ![DoubleTree by Hilton Sarasota Bradenton Airport](//images.trvl-media.com/lodging/3000000/2410000/2403800/2403753/eda954e7_y.jpg) ### DoubleTree by Hilton Sarasota Bradenton Airport 10/10 Excellent "Clean, friendly and close to airport, downtown Sarasota (less than 15 min drive)" [](https://expedia.co.uk/Sarasota-Hotels-Holiday-Inn-Sarasota-Airport.h2403753.Hotel-Information) ![Tropical Breeze Resort](//images.trvl-media.com/lodging/1000000/880000/879700/879629/9de12888_y.jpg) ### Tropical Breeze Resort 10/10 Excellent "As expected. This is our 3rd or 4th stay. " [](https://expedia.co.uk/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.Hotel-Information) ![Kompose Boutique Hotel](//images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_y.jpg) ### Kompose Boutique Hotel 10/10 Excellent "We loved our stay, definitely we are coming back soon! " [](https://expedia.co.uk/Sarasota-Hotels-Kompose-Hotel-Sarasota.h38215316.Hotel-Information) ## Find out more about Osprey **Everything you need to know about** **Osprey** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Osprey holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Osprey holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Osprey holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Osprey. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Osprey holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Osprey holiday rentals we have selected for you start as low as £118 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Osprey rentals** At Expedia, we put the best Osprey holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Osprey rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Osprey holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Osprey. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk - All accommodation types in Osprey ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - [Herefordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Herefordshire.d6046203.Holiday-Rental-Destinations) - [Essex Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Essex.d6046201.Holiday-Rental-Destinations) - [Cumbria Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Cumbria.d6046194.Holiday-Rental-Destinations) - [Yorkshire Holiday Rentals](https://www.expedia.co.uk/Yorkshire-Holiday-Rentals.d6342462.Travel-Guide-HolidayRentals) - [South Wales Holiday Rentals](https://www.expedia.co.uk/South-Wales-Holiday-Rentals.d6054274.Travel-Guide-HolidayRentals) - [North Wales Holiday Rentals](https://www.expedia.co.uk/North-Wales-Holiday-Rentals.d6054276.Travel-Guide-HolidayRentals) - [London Holiday Rentals](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals) - [York Holiday Rentals](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals) - [Blackpool Holiday Rentals](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals) - [Isle of Wight Holiday Rentals](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations) - [Scarborough Holiday Rentals](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals) - [Edinburgh Holiday Rentals](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals) - [Bath Holiday Rentals](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals) - [Bournemouth Holiday Rentals](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals) - [England Holiday Rentals](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations) - [Scotland Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations) - [Cornwall Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations) - [Wales Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations) - [Northern Ireland Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations) - [B&B in Osprey](https://expedia.co.uk/Osprey-Bed-And-Breakfasts.d55888-aaBedAndBreakfasts.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find holiday rentals in Osprey? > Yes, there are holiday rentals in Osprey close to Jim Neville Marine Preserve, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Osprey speak positively about the popular beaches and top-notch restaurants in this destination. While you're in the area, you can also enjoy the lively bars and shops. ### What are some of the best holiday rentals that Osprey has to offer? > [Charming Florida Beach Home w King Bed Patio](https://www.expedia.co.uk/Osprey-Hotels-Charming-Florida-Beach-Home-W-King-Bed-Patio.h99225713.Hotel-Information): This highly rated holiday home rental in Osprey offers a garden and free WiFi to help you feel comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. ### How many holiday rentals are there in Osprey? > With 34 Expedia holiday rentals, you're guaranteed to find just the right place for your Osprey stay. ### What’s there to see and do in Osprey? > Family-friendly attractions include Jim Neville Marine Preserve and Nancy's Consignments, whereas Turtle Beach and Nokomis Beach are a couple of great spots to enjoy the outdoors. While in the area, you can also visit popular places such as Siesta Key Beach and Lido Beach. ### What’s a holiday rental in Osprey like? > Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Osprey. Holiday rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for families. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)