Osprey Village Vacation Rentals

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Check prices for these dates

Tonight
Nov 27 - Nov 28
Tomorrow
Nov 28 - Nov 29
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Vacation Rentals in Osprey Village

Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas
Tropical Beach Resorts

Tropical Beach Resorts

3.5 star property
South Village
9.4 out of 10, Exceptional, (5119)
"The room was clean and the staff was very nice."
United States
Jill
The price is P6,131
P8,257 total
includes taxes & fees
Nov 30 - Dec 1
Tropical Beach Resorts
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
Sarasota
8.6 out of 10, Excellent, (2201)
"Excellent location! Friendly staff, clean and updated rooms."
United States
Elba
Hibiscus Suites - Gateway to Siesta Key
Front of property - evening/night
Captiva Beach Resort

Captiva Beach Resort

3.0 star property
South Village
9.0 out of 10, Wonderful, (1165)
"Very good stay, clean, safe, and steps from the beach"
United States
Brandon
Captiva Beach Resort
Property amenity
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 star property
South Village
9.6 out of 10, Exceptional, (297)
"Loved our stay! "
United States
Michelle
The price is P20,965
P26,683 total
includes taxes & fees
Dec 18 - Dec 19
The Residences at Siesta Key Beach by Hyatt Vacation Club
Living area
SeaSpray Resort

SeaSpray Resort

4.0 star property
Siesta Key
9.4 out of 10, Exceptional, (70)
"Clean room, incredibly helpful staff. Will be staying here again"
United States
Caleb
The price is P14,637
P16,540 total
includes taxes & fees
Dec 1 - Dec 2
SeaSpray Resort
Front of property
The Ringling Beach House

The Ringling Beach House

3.5 star property
Siesta Key
9.0 out of 10, Wonderful, (338)
"Clean, friendly and beach!"
United States
Mary
The Ringling Beach House
Living area
Tiny House Siesta

Tiny House Siesta

2.0 star property
Sarasota
8.4 out of 10, Very Good, (343)
"Enjoyable stay. "
United States
Lori
The price is P6,290
P14,249 total
includes taxes & fees
Dec 1 - Dec 2
Tiny House Siesta
On the beach, white sand
A Beach Retreat

A Beach Retreat

2.5 star property
Casey Key
9.2 out of 10, Wonderful, (576)
"Location, very clean and comfortable. Nice efficiency."
United States
Chuck
A Beach Retreat
Exterior
Kon Tiki Inn

Kon Tiki Inn

2.5 star property
Venice Island
10.0 out of 10, Exceptional, (245)
"Staff was great, room was clean and comfortable. It was a short stay but we enjoyed our time there. We will be back!"
United States
Joan
The price is P9,570
P10,814 total
includes taxes & fees
Dec 15 - Dec 16
Kon Tiki Inn
Exterior
Siesta Key Island Rentals

Siesta Key Island Rentals

3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (51)
"Very nice place, we loved it. Great location. "
United States
Derrick
The price is P6,580
P16,122 total
includes taxes & fees
Dec 1 - Dec 2
Siesta Key Island Rentals
On the beach, white sand
Sea Club I Beach Resort

Sea Club I Beach Resort

3.0 star property
Longboat Key
9.2 out of 10, Wonderful, (334)
"Very nice beach themed bungalow. Loved the quiet and the views. "
United States
Jennifer
Sea Club I Beach Resort
Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Inn On Siesta Key

The Inn On Siesta Key

3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (189)
"Great place to stay! "
United States
Carlos
The Inn On Siesta Key
Beach nearby, beach umbrellas, beach towels
Tropical Villas of Venice Beach

Tropical Villas of Venice Beach

3.5 star property
Venice Island
9.6 out of 10, Exceptional, (240)
"Great Location !!"
United States
Orleys
Tropical Villas of Venice Beach
Garden
Siesta Palms By the Beach

Siesta Palms By the Beach

3.5 star property
South Village
9.4 out of 10, Exceptional, (136)
"Comfy and clean, nice and close to the beach. Pool was very clean. Quiet, safe area. Would highly recommend!"
United States
Lynn
Siesta Palms By the Beach
Exterior
Bradenton Apartments by Landing

Bradenton Apartments by Landing

4.5 star property
Bradenton
7.6 out of 10, Good, (54)
"Perfect place "
United States
chavelys
Bradenton Apartments by Landing
Private kitchen
Siesta Heron Suites & Villas

Siesta Heron Suites & Villas

3.5 star property
Siesta Key
8.6 out of 10, Excellent, (38)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
The price is P8,019
P20,885 total
includes taxes & fees
Nov 29 - Nov 30
Siesta Heron Suites & Villas
Terrace/patio
Venice Beach Villas

Venice Beach Villas

3.0 star property
Venice Island
9.4 out of 10, Exceptional, (464)
"Always enjoy my stay here as it is close to everything. Friendly and helpful staff."
United States
Alicia
Venice Beach Villas
Exterior
Paradise Cove at Lemon Bay

Paradise Cove at Lemon Bay

3.5 star property
Olde Englewood Village
8.2 out of 10, Very Good, (80)
"Nice, quiet area. Private and had everything we needed! Very nice staff!! "
United States
Deb
Paradise Cove at Lemon Bay
View from room
Casey Key Resort - Gulf Shores

Casey Key Resort - Gulf Shores

3.0 star property
Casey Key
8.4 out of 10, Very Good, (264)
"Amazing place"
United States
Ricardo
Casey Key Resort - Gulf Shores
Outdoor pool
Longboat Bay Club by Coolvacay

Longboat Bay Club by Coolvacay

3.5 star property
Longboat Key
10.0 out of 10, Exceptional, (1)
"Great property with beach access across the street! 2 br unit was huge as were the balconies. Our unit 105 was quite dated but still nice."
United States
Andrew
Longboat Bay Club by Coolvacay
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
"Love the atmosphere! Unique and welcoming!!"
Arlene 4-night trip
Posted 11 hours 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 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 6 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 Oscar Scherer State Park are a couple of places you'll find in the larger 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.