Osprey Village Vacation Rentals

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Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Osprey Village vacation rentals

Terrace/patio

Aparthotel in Venice Island

Kon Tiki Inn
2.5 star property
10.0 out of 10, Exceptional, (257 reviews)
"Great place! "
United States
Michelle
The price is P16,118
P18,213 total
includes taxes & fees
Mar 24 - Mar 25
Kon Tiki Inn
Property grounds

Aparthotel in South Village

Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (5,331 reviews)
"Wonderful stay!"
United States
Victoria
The price is P14,845
P18,273 total
includes taxes & fees
Mar 3 - Mar 4
Tropical Beach Resorts
Premium bedding, pillowtop beds, individually decorated

Condo in Casey Key

A Beach Retreat
2.5 star property
9.2 out of 10, Wonderful, (598 reviews)
"The location is ideal, rooms are nice and the owners are extremely accommodating. "
United States
Catherine
A Beach Retreat
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers

Aparthotel in Sarasota

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
8.6 out of 10, Excellent, (2,259 reviews)
"Very clean, and staff was extremely nice. "
United States
Maribeth
The price is P14,432
P16,309 total
includes taxes & fees
Mar 1 - Mar 2
Hibiscus Suites - Gateway to Siesta Key
Living area

Mobile Home in Sarasota

Tiny House Siesta
2.0 star property
8.4 out of 10, Very Good, (352 reviews)
"Clean room, easy check in, beach nearby 15 minute walk, Florida Fun Rides scooter rental place nearby"
United States
Justice
The price is P6,401
P14,239 total
includes taxes & fees
Mar 7 - Mar 8
Tiny House Siesta
Aerial view

Apartment in Siesta Key

The Ringling Beach House
3.5 star property
9.0 out of 10, Wonderful, (354 reviews)
"great location, very clean, quiet"
United States
Joaquin
The Ringling Beach House
In-room safe, iron/ironing board, free WiFi

Aparthotel in Siesta Key

SeaSpray Resort
4.0 star property
9.6 out of 10, Exceptional, (95 reviews)
"Clean, comfortable, well stocked. Staff made our stay a breeze. Would definitely come back again."
Canada
Robert
The price is P35,097
P39,659 total
includes taxes & fees
Mar 11 - Mar 12
SeaSpray Resort
Exterior

Condo in South Village

Siesta Sands Beach Resort 4th Floor With Elevator
3.5 star property
The price is P58,133
P90,220 total
includes taxes & fees
Mar 24 - Mar 25
Siesta Sands Beach Resort 4th Floor With Elevator
Private kitchen

Vacation Home in Siesta Key

Siesta Key Island Rentals
3.0 star property
9.6 out of 10, Exceptional, (60 reviews)
"Wonderful stay,Great owners,Fun times"
United States
Cornelia
The price is P19,115
P32,453 total
includes taxes & fees
Mar 2 - Mar 3
Siesta Key Island Rentals
Exterior

Condo in South Village

Captiva Beach Resort
3.0 star property
9.0 out of 10, Wonderful, (1,206 reviews)
"Staff really were accommodating. The location was perfect and the rooms were clean and quiet. We enjoyed the pool and beach."
United States
Glenn
The price is P20,037
P23,620 total
includes taxes & fees
Mar 8 - Mar 9
Captiva Beach Resort
Outdoor wedding area

Apartment in Casey Key

Casey Key Resort - Gulf Shores
3.0 star property
8.4 out of 10, Very Good, (268 reviews)
"Very helpful and nice staff. Lovely room, great location. Adorable cottage"
United States
Hilary
Casey Key Resort - Gulf Shores
Beach nearby, white sand, beach umbrellas, beach towels

Cottage in Siesta Key

The Inn On Siesta Key
3.5 star property
10.0 out of 10, Exceptional, (194 reviews)
"Great place to stay! "
United States
Carlos
The price is P24,726
P31,525 total
includes taxes & fees
Mar 3 - Mar 4
The Inn On Siesta Key
Interior

Apartment in Arlington Park

Calm Japandi Retreat With Patio, Near Downtown
3.0 star property
Calm Japandi Retreat With Patio, Near Downtown
Living area

Vacation Home in Siesta Key

Siesta Heron Suites & Villas
3.5 star property
8.4 out of 10, Very Good, (40 reviews)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
The price is P15,018
P37,756 total
includes taxes & fees
Mar 2 - Mar 3
Siesta Heron Suites & Villas
Beach nearby, white sand, beach umbrellas, beach towels

Condo in South Village

Beach Club at Siesta Key Poolside D
4.0 star property
9.4 out of 10, Exceptional, (3 reviews)
"Nice getaway. "
United States
Jeff
The price is P46,487
P70,698 total
includes taxes & fees
Mar 18 - Mar 19
Beach Club at Siesta Key Poolside D
Interior

Cottage in Siesta Key

Siesta Heron 6 / Sunset
3.0 star property
The price is P43,247
P66,257 total
includes taxes & fees
Mar 3 - Mar 4
Siesta Heron 6 / Sunset
Exterior

Condo in Siesta Key

Coastal Breeze Siesta - Turtle
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Great little place to stay and enjoy the nearby beaches and restaurants! The communication was on point. We will be back "
United States
Jacob
The price is P19,902
P37,827 total
includes taxes & fees
Mar 17 - Mar 18
Coastal Breeze Siesta - Turtle
Exterior

Condo in Siesta Key

Lulu's Crescent Cottage #2
2.5 star property
The price is P22,451
P43,818 total
includes taxes & fees
Mar 14 - Mar 15
Lulu's Crescent Cottage #2
Exterior

Condo in Siesta Key Village

Lulu's Key House Loggerhead 2/2 Upstairs
3.5 star property
The price is P34,201
P57,582 total
includes taxes & fees
Mar 22 - Mar 23
Lulu's Key House Loggerhead 2/2 Upstairs
Interior

Cottage in Fruitville

Family Fun: Ping Pong, Bbq, Walk to Park Nearby
3.0 star property
The price is P17,991
P44,187 total
includes taxes & fees
Mar 15 - Mar 16
Family Fun: Ping Pong, Bbq, Walk to Park Nearby
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.
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Top Osprey Village Hotel Reviews

Kompose Boutique Hotel

Kompose Boutique Hotel

10/10 Excellent
"Good staff nice room good service price was great"
JULIEN 3-night trip
Posted 3 days ago
Kompose Boutique Hotel

Find out more about Osprey Village

Search for holiday rentals in Osprey Village on Expedia! You can easily find your home rentals, villas, holiday apartments in Osprey Village using one of the methods below:

  • View our selection of featured holiday rentals in Osprey Village
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Look no further and take a look at our great range of rental properties in Osprey Village!

Frequently asked questions

Can I find a vacation rental in Osprey Village?

Yes, we give you a choice of vacation rentals in Osprey Village close to Nancy's Consignments, or you can go with a more remote option if you're looking for extra privacy while you relax.

What's the top vacation rental that Osprey Village has to offer?

Siesta Key Island Rentals: This vacation home rental near Osprey Village comes with free WiFi so you can feel at home during your trip. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals will I find in Osprey Village?

Expedia has 3 vacation rentals for your stay in Osprey Village.

What can I see and do in Osprey Village?

While exploring the area, visit family-friendly sights like Nancy's Consignments, or get outside and enjoy nature at Siesta Key Beach. Lido Beach and St. Armands Circle are other popular places to visit in the area.

What are vacation rentals like in Osprey Village?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Osprey Village. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a family getaway.