Find Hotels with a Pool in Osprey Village, FL

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Osprey Village Hotels with a Pool

Tonight
Dec 6 - Dec 7
Tomorrow
Dec 7 - Dec 8
Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21

Top Osprey Village Hotels with a Pool

Outdoor pool
Embassy Suites by Hilton Sarasota, FL

Embassy Suites by Hilton Sarasota, FL

3.5 star property
Central Sarasota
8.8 out of 10, Excellent, (1653)
"room was cleaned every day and staff were kind."
United States
Maria
The price is ￥24,729
￥32,292 total
includes taxes & fees
Dec 14 - Dec 15
Embassy Suites by Hilton Sarasota, FL
Outdoor pool, pool umbrellas, sun loungers
Best Western Plus Ambassador Suites Venice

Best Western Plus Ambassador Suites Venice

2.5 star property
Venice
9.0 out of 10, Wonderful, (1006)
"Excellent breakfast, free parking."
United States
SHPENDI
The price is ￥15,028
￥16,981 total
includes taxes & fees
Dec 14 - Dec 15
Best Western Plus Ambassador Suites Venice
BBQ/picnic area
Comfort Inn & Suites Sarasota I75

Comfort Inn & Suites Sarasota I75

2.5 star property
Fruitville
8.6 out of 10, Excellent, (1002)
"great room, staff was great"
United States
Gary
The price is ￥18,034
￥20,378 total
includes taxes & fees
Dec 28 - Dec 29
Comfort Inn & Suites Sarasota I75
Outdoor pool
Comfort Suites Sarasota - Siesta Key

Comfort Suites Sarasota - Siesta Key

3.0 star property
Sarasota
9.2 out of 10, Wonderful, (1881)
"Clean room, good breakfast, nice staff"
United States
Aliona
The price is ￥18,522
￥20,929 total
includes taxes & fees
Dec 14 - Dec 15
Comfort Suites Sarasota - Siesta Key
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, (5138)
"Wonderful trip! Great location! Great staff!"
United States
Kevin
The price is ￥20,992
￥27,232 total
includes taxes & fees
Dec 7 - Dec 8
Tropical Beach Resorts
Water view
Hyatt Place Sarasota Lakewood Ranch

Hyatt Place Sarasota Lakewood Ranch

3.0 star property
Bradenton
9.2 out of 10, Wonderful, (1002)
"The staff was excellent, the room was clean and comfortable and the breakfast was yummy."
United States
JENNIFER
The price is ￥23,595
￥26,663 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hyatt Place Sarasota Lakewood Ranch
Outdoor pool
Carlisle Inn

Carlisle Inn

3.5 star property
Pinecraft
10.0 out of 10, Exceptional, (2133)
"Exceptionally clean and great location for day trips "
Canada
Venice
The price is ￥26,421
￥29,855 total
includes taxes & fees
Dec 16 - Dec 17
Carlisle Inn
Outdoor pool, pool umbrellas, sun loungers
Magnolia Pointe, BW Signature Collection

Magnolia Pointe, BW Signature Collection

3.0 star property
Fruitville
9.2 out of 10, Wonderful, (1003)
"great place to stay"
United States
Giancarlo
The price is ￥17,824
￥20,143 total
includes taxes & fees
Dec 9 - Dec 10
Magnolia Pointe, BW Signature Collection
Outdoor pool, pool umbrellas
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3.0 star property
North Trail
8.4 out of 10, Very Good, (2154)
"Great Place To Stay!"
United States
Pete
Golden Host Resort - Sarasota
Down comforters, desk, laptop workspace, blackout drapes
Ameniti Bay, BW Signature Collection

Ameniti Bay, BW Signature Collection

2.5 star property
Fruitville
9.4 out of 10, Exceptional, (1003)
"Clean rooms, nice breakfast and friendly staff "
United States
Glen
The price is ￥16,994
￥19,972 total
includes taxes & fees
Dec 17 - Dec 18
Ameniti Bay, BW Signature Collection
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

Top Osprey Village Hotel Reviews

Siesta Key Palms Resort

Siesta Key Palms Resort

10/10 Excellent
"The air conditioner worked well, unfortunately we had to use the heat. That worked great too. Bar was really cool. "
Lauren 8-night trip
Posted 2 days ago
Siesta Key Palms Resort

Explore a world of travel with Expedia

Frequently asked questions

What are some hotels with pools in Osprey Village?
Kompose Boutique Hotel: Features a snack bar/deli, a pool, and complimentary wireless internet access. Tropical Beach Resorts: Aparthotel, 9-minute walk from Crescent Beach. Offers free self parking, an outdoor pool, and complimentary wireless internet access. Carlisle Inn: Provides buffet, an outdoor pool, and free self parking. Golden Host Resort - Sarasota: Features free self parking, an outdoor pool, and complimentary wireless internet access. Spark by Hilton Sarasota Siesta Key Gateway: Hotel located near Siesta Key Beach. Offers daily, an outdoor pool, and free self parking.
What is there to see and do in Osprey Village?
Explore places like Siesta Key Beach and Lido Beach while you're in the area. Make a point to visit attractions like Nancy's Consignments.
When is the best time to book a hotel with a pool in Osprey Village?
Taking into account the local weather in Osprey Village can help you maximize your time at the pool during your trip. The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 66°F. Average annual precipitation for Osprey Village is 44 inches.