Title: Osprey Vacation Rentals from $154: Search Short-Term Rentals | Expedia.com

[Osprey Travel Guide](https://expedia.com/Osprey.dx55888)[Hotels in Osprey](https://expedia.com/Osprey-Hotels.d55888.Travel-Guide-Hotels)[Flights to Osprey](https://expedia.com/Cheap-Flights-To-Osprey.d55888.Travel-Guide-Flights)[Things to do in Osprey](https://expedia.com/Things-To-Do-In-Osprey.d55888.Travel-Guide-Activities)[Car Rentals in Osprey](https://expedia.com/Car-Rentals-In-Osprey.d55888.Car-Rental-Guide)[Osprey Vacation Packages](https://expedia.com/Osprey.d55888.Destination-Travel-Guides)

![Great Heron](https://images.trvl-media.com/place/55888/92c919ca-2448-4c40-b1eb-f9207c3d50df.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/55888/92c919ca-2448-4c40-b1eb-f9207c3d50df.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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We are not like the others - we include taxes and fees

## Check prices for these dates

In two weeks

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=55888&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=55888&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=55888&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=55888&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Osprey vacation rentals

![Beach towels](https://images.trvl-media.com/lodging/121000000/120690000/120681800/120681763/68ecfea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/121000000/120690000/120681800/120681763/fc1eb47f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/121000000/120690000/120681800/120681763/9ce5bade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120690000/120681800/120681763/94de1111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Bay Acres

[](https://www.expedia.com/Osprey-Hotels-Charming-Osprey-Home.h120681763.Hotel-Information)

10/10

Exceptional

(1 review)

"Upon entering the property, we felt it was clean, bright and very welcoming. We loved the decor and the nice spaces in this two bedroom, two bath home. We thought the location was perfect, right across the main street is Walmart for quick grocery items, and we liked the amenities including a kettle for hot tea, a coffeemaker and a fully equipped kitchen! We would have liked to have more than two beach towels, but we made do with two. The laundry room was convenient for washing clothes and did...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Van-Ha N.

$419 nightly

$467 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Osprey-Hotels-Charming-Osprey-Home.h120681763.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/121000000/120640000/120633700/120633632/02677d47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/121000000/120640000/120633700/120633632/41158187.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/121000000/120640000/120633700/120633632/61e8ad11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120640000/120633700/120633632/6413c7f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Bay Acres

[](https://www.expedia.com/Osprey-Hotels-Sunny-Coastal-Escape.h120633632.Hotel-Information)

10/10

Exceptional

(4 reviews)

"Great location for exploring north & south! House was very clean and comfy. We appreciated the excellent communication with our nice host, Lynn."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kaja F.

$386 nightly

$430 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Osprey-Hotels-Sunny-Coastal-Escape.h120633632.Hotel-Information)

![Cabin (Tiny House - Green Lifeguard Stand) | Living area | Flat-screen TV, Netflix, streaming services](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/c4c71831.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin (Tiny House - Seashell) | Individually decorated, individually furnished, soundproofing, free WiFi](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/564d78d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin (Tiny House - The Siesta) | Individually decorated, individually furnished, soundproofing, free WiFi](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/13a5c36f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### Mobile Home in Sarasota

[](https://www.expedia.com/Sarasota-Hotels-Tiny-House-Siesta.h21430911.Hotel-Information)

8.4/10

Very Good

(356 reviews)

"So cute, with clear instructions "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jair

$216 nightly

$244 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Tiny-House-Siesta.h21430911.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90030000/90021900/90021825/9a646a3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90030000/90021900/90021825/78c2df61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/91000000/90030000/90021900/90021825/7542a46d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed, Pets Not Allowed | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90030000/90021900/90021825/cc664fdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Venice Island

[](https://www.expedia.com/Venice-Hotels-Kon-Tiki-Inn.h90021825.Hotel-Information)

10/10

Exceptional

(259 reviews)

"Great place! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michelle

$136 nightly

$154 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Venice-Hotels-Kon-Tiki-Inn.h90021825.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/76000000/75200000/75198900/75198846/233aba34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/76000000/75200000/75198900/75198846/a1874791.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/76000000/75200000/75198900/75198846/661a4aae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/76000000/75200000/75198900/75198846/597f3a95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Vamo

[](https://www.expedia.com/Sarasota-Hotels-Sarasota-Cottage.h75198846.Hotel-Information)

9.8/10

Exceptional

(24 reviews)

"Nice place "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Viktoriia

$503 nightly

$561 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Sarasota-Cottage.h75198846.Hotel-Information)

![Deluxe Suite, 2 Bedrooms | In-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/5b42b650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite, 2 Bedrooms | In-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/3e86e596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Signature Room | In-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/1e7203ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Suite | Living area | TV](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/37b9a9a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Siesta Key

[](https://www.expedia.com/Siesta-Key-Hotels-SeaSpray-Resort.h114189452.Hotel-Information)

9.6/10

Exceptional

(98 reviews)

"VERY ENJOYABLE /STAFF WAS EXCELLENT"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

KARL

$479 nightly

$541 total

Apr 15 - Apr 16

Total with taxes and fees

[](https://www.expedia.com/Siesta-Key-Hotels-SeaSpray-Resort.h114189452.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/f85b62a5.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)

![Signature Room (Specialty Room) | Premium bedding, pillowtop beds, in-room safe, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/7faca073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/cfa0f723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in South Village

[](https://www.expedia.com/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information)

9.4/10

Exceptional

(5,365 reviews)

"We had a very nice time and the resort was centrally located and right down the road from the beach. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christopher Kevin

$226 nightly

$256 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information)

![Beach nearby, beach towels](https://images.trvl-media.com/lodging/67000000/66060000/66054400/66054317/c128477b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/67000000/66060000/66054400/66054317/273cc0e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/67000000/66060000/66054400/66054317/edfdd191.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/67000000/66060000/66054400/66054317/edb5b449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Olde Englewood Village

[](https://www.expedia.com/Port-Charlotte-Charlotte-Harbor-Hotels-Vacation-Englewood-Cottage.h66054317.Hotel-Information)

9.8/10

Exceptional

(61 reviews)

"Very good, great location 👍👍"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James M.

$298 nightly

$332 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Port-Charlotte-Charlotte-Harbor-Hotels-Vacation-Englewood-Cottage.h66054317.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3d46ab53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Retreat Suite | Private kitchen | Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/7e61bdef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/fd803f8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor wedding area](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/4232d07e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in South Village

[](https://www.expedia.com/Sarasota-Hotels-Captiva-Beach-Resort.h1163507.Hotel-Information)

9.0/10

Wonderful

(1,212 reviews)

"Room was clean. Great location, close to beech and good dining "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Charlotte

$283 nightly

$318 total

Apr 13 - Apr 14

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-Captiva-Beach-Resort.h1163507.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/105c6d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/08b5bced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/3e26fcd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Condo, 3 Bedrooms, Kitchen, Ocean View | Private kitchen | Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/aa27a0eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Manasota Key

[](https://www.expedia.com/Englewood-Hotels-Chadwick-Cove-Resort-Marina.h112387358.Hotel-Information)

10/10

Exceptional

(17 reviews)

"Great place and location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cathy

$655 nightly

$710 total

Apr 15 - Apr 16

Total with taxes and fees

[](https://www.expedia.com/Englewood-Hotels-Chadwick-Cove-Resort-Marina.h112387358.Hotel-Information)

![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)

![Exterior](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/816bf8bd.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/c6eb17ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Private kitchen | Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/10000000/9770000/9769000/9768901/cdf5ba63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Siesta Key

[](https://www.expedia.com/Sarasota-Hotels-The-Inn-On-Siesta-Key.h9768901.Hotel-Information)

10/10

Exceptional

(194 reviews)

"Great place to stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carlos

$543 nightly

$614 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-The-Inn-On-Siesta-Key.h9768901.Hotel-Information)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/84000000/83610000/83603600/83603529/f0b921dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83610000/83603600/83603529/9c941b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83610000/83603600/83603529/3cde7e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83610000/83603600/83603529/6b5007b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Casey Key

[](https://www.expedia.com/Nokomis-Hotels-Beachfront-Casey-Key-Cottage-A.h83603529.Hotel-Information)

9.4/10

Exceptional

(114 reviews)

"Excellent Host, Great location, Excited to return"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveler

$519 nightly

$579 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Nokomis-Hotels-Beachfront-Casey-Key-Cottage-A.h83603529.Hotel-Information)

![447 Avenida De Mayo, Siesta Key, FL W/Pool | Private kitchen](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/d4eb4c6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![711 Beach Rd, Siesta Key, FL No Pool | Living area](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/5e8feac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![511 Avenida De Mayo, Siesta Key, FL W/Pool | Living area](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/ad08dd65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5405 Plaza De Las Palmas, Siesta Key, FL W/Pool | Private pool](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/cf27dc64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Siesta Key

[](https://www.expedia.com/Siesta-Key-Hotels-Siesta-Key-Island-Rentals.h89714291.Hotel-Information)

9.6/10

Exceptional

(62 reviews)

"We had a wonderful time-perfect location to beach and village. Was nice to come back to a very comfortable and relaxing home. Definitely recommend-5 stars! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laura

$512 nightly

$579 total

Mar 19 - Mar 20

Total with taxes and fees

[](https://www.expedia.com/Siesta-Key-Hotels-Siesta-Key-Island-Rentals.h89714291.Hotel-Information)

![Beachside One Bedroom Suite | Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/31f9068d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bayside Two Bedroom | Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/c30fa425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beachside One Bedroom Suite | Beach/ocean view](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/c6914d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/fa86635e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Casey Key

[](https://www.expedia.com/Sarasota-Hotels-A-Beach-Retreat.h1533163.Hotel-Information)

9.2/10

Wonderful

(606 reviews)

"Great location, phenomenal folks, right on the beach. Walk across the bridge to the restaurants on the water and for some live music. Recommend highly!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

RJ

$268 nightly

$303 total

Apr 13 - Apr 14

Total with taxes and fees

[](https://www.expedia.com/Sarasota-Hotels-A-Beach-Retreat.h1533163.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/68000000/67370000/67368800/67368761/14ca75fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/68000000/67370000/67368800/67368761/fef5fb7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/68000000/67370000/67368800/67368761/bfb9ccdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/68000000/67370000/67368800/67368761/1a90ce33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Siesta Key Village

[](https://www.expedia.com/Siesta-Key-Hotels-Siesta-Key-Village-Suite-3-A-Block-To-The-Beach.h67368761.Hotel-Information)

9.2/10

Wonderful

(72 reviews)

"Great location with lots of nearby restaurants."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tony W.

$421 nightly

$460 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Siesta-Key-Hotels-Siesta-Key-Village-Suite-3-A-Block-To-The-Beach.h67368761.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/113000000/112260000/112257900/112257831/6bac86e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112260000/112257900/112257831/8b673c78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112260000/112257900/112257831/7ac2a9bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/113000000/112260000/112257900/112257831/75202b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Warm Mineral Springs

[](https://www.expedia.com/North-Port-Hotels-3-Small-House-Walking-Distance-To-Warm-Mineral-Spring.h112257831.Hotel-Information)

9.2/10

Wonderful

(13 reviews)

"Property was very nice and exactly what I was looking for while working remote. Would absolutely recommend it to anyone and look forward to coming back in the future."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jake R.

$150 nightly

$167 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/North-Port-Hotels-3-Small-House-Walking-Distance-To-Warm-Mineral-Spring.h112257831.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/113000000/112260000/112257400/112257306/ca9e4b80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/113000000/112260000/112257400/112257306/0a86937c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112260000/112257400/112257306/2027abfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/113000000/112260000/112257400/112257306/364b5edc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Warm Mineral Springs

[](https://www.expedia.com/North-Port-Hotels-Charming-Cottage-For-2-Across-Warm-Mineral-Springs-Park.h112257306.Hotel-Information)

9.2/10

Wonderful

(18 reviews)

"Property was perfect for the price."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

William M.

$140 nightly

$156 total

Mar 26 - Mar 27

Total with taxes and fees

[](https://www.expedia.com/North-Port-Hotels-Charming-Cottage-For-2-Across-Warm-Mineral-Springs-Park.h112257306.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/127000000/126880000/126875600/126875508/b383e431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room](https://images.trvl-media.com/lodging/127000000/126880000/126875600/126875508/6a27e030.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/127000000/126880000/126875600/126875508/13f87b96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/127000000/126880000/126875600/126875508/40a8f390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Nokomis

[](https://www.expedia.com/Nokomis-Hotels-Sunny-Nokomis-GetawayPrivate-PoolBackyard-Oasis.h126875508.Hotel-Information)

$511 nightly

$569 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Nokomis-Hotels-Sunny-Nokomis-GetawayPrivate-PoolBackyard-Oasis.h126875508.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/54000000/53450000/53450000/53449990/765ced03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/54000000/53450000/53450000/53449990/de8208f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/54000000/53450000/53450000/53449990/706522c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/54000000/53450000/53450000/53449990/6813bb2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Manasota Key

[](https://www.expedia.com/Port-Charlotte-Charlotte-Harbor-Hotels-Starfish-Stays-2D-NEW-On-The-Key-Private-Beach-Access.h53449990.Hotel-Information)

9.6/10

Exceptional

(42 reviews)

"Property was very nice. Loved owner checking in on us to see if everything was perfect. Thanks!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jon G.

$390 nightly

$433 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Port-Charlotte-Charlotte-Harbor-Hotels-Starfish-Stays-2D-NEW-On-The-Key-Private-Beach-Access.h53449990.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/146fca07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/a614e725.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/f6368248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/101000000/100410000/100405900/100405851/d5dcc7db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Siesta Key

[](https://www.expedia.com/Siesta-Key-Hotels-Siesta-Key-Sanctuary-Pool-Kayaks-TikiHut-King-Bed.h100405851.Hotel-Information)

9.6/10

Exceptional

(7 reviews)

"We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rolly N.

$612 nightly

$612 total

Mar 21 - Mar 22

Total with taxes and fees

[](https://www.expedia.com/Siesta-Key-Hotels-Siesta-Key-Sanctuary-Pool-Kayaks-TikiHut-King-Bed.h100405851.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.com/Hotel-Search?startDate=2026-03-31&endDate=2026-04-01&regionId=55888&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America&regionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=VACATION_HOME)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America&regionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America&regionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=COTTAGE)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America&regionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=CONDO)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America&regionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=VILLA)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America&regionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=APARTMENT)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America&regionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=APART_HOTEL)

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## Top Osprey Hotel Reviews

![Spark by Hilton Sarasota Siesta Key Gateway](https://images.trvl-media.com/lodging/1000000/30000/26400/26397/18d283d6_y.jpg)

### Spark by Hilton Sarasota Siesta Key Gateway

8/10 Good

"The room and property were clean and comfy. The staff was great. My only complaint is that there is no fan in the bathroom to disperse the shower steam and there is only one outlet near the sink for blow drying hair and using electric razors, straighteners etc. Other than that the location is great etc. "

[](https://expedia.com/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information)

![Golden Host Resort - Sarasota](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/6dc32504_y.jpg)

### Golden Host Resort - Sarasota

10/10 Excellent

"Staff was really friendly. You can tell they care about their guests. Room was nice, clean and comfortable"

[](https://expedia.com/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information)

![DoubleTree by Hilton Sarasota Bradenton Airport](https://images.trvl-media.com/lodging/3000000/2410000/2403800/2403753/eda954e7_y.jpg)

### DoubleTree by Hilton Sarasota Bradenton Airport

10/10 Excellent

"Clean room and friendly staff"

[](https://expedia.com/Sarasota-Hotels-Holiday-Inn-Sarasota-Airport.h2403753.Hotel-Information)

![Siesta Key Palms Resort](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/0ef16925_y.jpg)

### Siesta Key Palms Resort

10/10 Excellent

"Room was very clean and the place is a hidden gem! Pools are awesome and very good atmosphere and great relaxing bar!"

[](https://expedia.com/Sarasota-Hotels-Siesta-Key-Palms-Resort.h15191010.Hotel-Information)

![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/3006ffef_y.jpg)

### Kompose Boutique Hotel

10/10 Excellent

"This is the best hotel I ever stayed the manager is amazing human being the hotel is clean nice great breakfast amazing customer service I would never going to stay in another place in Sarasota Florida"

[](https://expedia.com/Sarasota-Hotels-Kompose-Boutique-Hotel.h38215316.Hotel-Information)

![Tropical Beach Resorts](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/f85b62a5_y.jpg)

### Tropical Beach Resorts

10/10 Excellent

"A nice quick getaway. Beach chair rental was a nice benefit."

[](https://expedia.com/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information)

![Casey Key Resorts - Mainland](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/93021f2f_y.jpg)

### Casey Key Resorts - Mainland

6/10 Okay

"The pool area was very nice and clean. Friendly front desk. The room was clean and nice strong shower. What I didn’t like was the cheap blinds on the window and feel of being in a hospital. Too white and not a cozy feel. The bed and pillows were great but overall it was just ok. "

[](https://expedia.com/Sarasota-Hotels-Casey-Key-Resorts-Mainland.h6619300.Hotel-Information)

![Carlisle Inn](https://images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/edd6ba5c_y.jpg)

### Carlisle Inn

10/10 Excellent

"Great stay. Friendly staff. Love the afternoon cookies!"

[](https://expedia.com/Sarasota-Hotels-Carlisle-Inn.h19761082.Hotel-Information)

![Lantern Inn & Suites](https://images.trvl-media.com/lodging/1000000/450000/448500/448416/8d774750_y.jpg)

### Lantern Inn & Suites

2/10 Terrible

"It was the worst hotel I have ever stayed in in my entire life. The room had an odor I couldn’t sleep because the light came into the room. The dehumidifier and the air conditioner was so loud. I wouldn’t recommend this to my worst enemy."

[](https://expedia.com/Sarasota-Hotels-Lantern-Inn-Suites.h448416.Hotel-Information)

## Find out more about Osprey

**Everything you need to know about Osprey vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Osprey vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Osprey vacation 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 low season months. For more hustle and bustle, you may prefer to visit Osprey in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $154 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Osprey rentals**

At Expedia, we put the best Osprey vacation 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 vacation.

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

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- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
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- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Osprey ](https://expedia.com/Osprey-Private-Vacation-Homes.d55888-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Osprey ](https://expedia.com/Osprey-Condos.d55888-aaCondos.Travel-Guide-Accommodation)
- [Apartments in Osprey ](https://expedia.com/Osprey-Apartments.d55888-aaApartments.Travel-Guide-Accommodation)
- [Villas in Osprey ](https://expedia.com/Osprey-Villas.d55888-aaVillas.Travel-Guide-Accommodation)
- [Cottages in Osprey ](https://expedia.com/Osprey-Cottages.d55888-aaCottages.Travel-Guide-Accommodation)
- [Aparthotels in Osprey ](https://expedia.com/Osprey-Apart-Hotels.d55888-aaApartHotels.Travel-Guide-Accommodation)
- [Resorts in Osprey ](https://expedia.com/Osprey-Resorts.d55888-aaResorts.Travel-Guide-Accommodation)
- [Guest Houses in Osprey ](https://expedia.com/Osprey-Guest-Houses.d55888-aaGuestHouses.Travel-Guide-Accommodation)
- [Motels in Osprey ](https://expedia.com/Osprey-Motels.d55888-aaMotels.Travel-Guide-Accommodation)
- [Chalets in Osprey ](https://expedia.com/Osprey-Chalets.d55888-aaChalets.Travel-Guide-Accommodation)
- [Houseboats in Osprey ](https://expedia.com/Osprey-Houseboats.d55888-aaHouseboats.Travel-Guide-Accommodation)
- [Farmstay in Osprey ](https://expedia.com/Osprey-Agritourism.d55888-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Osprey ](https://expedia.com/Osprey-Bed-And-Breakfast.d55888-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cabin Rentals in Osprey ](https://expedia.com/Osprey-Cabins.d55888-aaCabins.Travel-Guide-Accommodation)
- [RV Parks in Osprey ](https://expedia.com/Osprey-RV-Parks.d55888-aaRVParks.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Osprey?

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- [Beach Hotels in Destin](https://expedia.com/Destin-Hotels-Beach-Hotel.0-0-d6906-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Hotels in Key West](https://expedia.com/Key-West-Hotels.d1187.Travel-Guide-Hotels)
- [Hotels in Tallahassee](https://expedia.com/Tallahassee-Hotels.d6048214.Travel-Guide-Hotels)
- [Oceanfront Hotels in St. Augustine](https://expedia.com/St-Augustine-Hotels-Oceanfront-Hotels.0-0-d6047864-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Oceanfront Hotels in Siesta Key](https://expedia.com/Siesta-Key-Hotels-Oceanfront-Hotels.0-0-d6881-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Hotels in Panama City Beach](https://expedia.com/Panama-City-Beach-Hotels.d8021.Travel-Guide-Hotels)
- [Hotels in St. Augustine](https://expedia.com/St-Augustine-Hotels.d6047864.Travel-Guide-Hotels)

Flights

- [Flights to Destin](https://expedia.com/Cheap-Flights-To-Destin.d6906.Travel-Guide-Flights)
- [Flights to Key West](https://expedia.com/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)
- [Flights to Fort Myers](https://expedia.com/Cheap-Flights-To-Fort-Myers.d602729.Travel-Guide-Flights)
- [Flights to Daytona Beach](https://expedia.com/Cheap-Flights-To-Daytona-Beach.d6023995.Travel-Guide-Flights)
- [Flights to Sarasota](https://expedia.com/Cheap-Flights-To-Sarasota.d602719.Travel-Guide-Flights)
- [Flights to Pensacola](https://expedia.com/Cheap-Flights-To-Pensacola.d6023331.Travel-Guide-Flights)

Cars

- [Car rentals in West Palm Beach](https://expedia.com/Car-Rentals-In-West-Palm-Beach.d2742.Car-Rental-Guide)

Packages

- [Key West Vacation](https://expedia.com/Key-West.d1187.Destination-Travel-Guides)
- [Destin Vacation](https://expedia.com/Destin.d6906.Destination-Travel-Guides)

General

- [Visit Santa Rosa Beach](https://expedia.com/Santa-Rosa-Beach.dx183118)

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