Find Hotels with a Pool in Osprey, FL

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Our top choices for Osprey hotels with a pool

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
4.0 star property
Osprey
8.8 out of 10, Excellent, (1,138 reviews)
"The pool was enjoyable"
Canada
Theodore
$210 nightly
The price is $237
Apr 5 - Apr 6
Total with taxes and fees
Casey Key Resorts - Mainland

Inn at the Beach

Inn at the Beach
3.0 star property
Venice Island
9.8 out of 10, Exceptional, (1,002 reviews)
"Very nice stay next to the beach. "
United States
James
$206 nightly
The price is $233
Apr 14 - Apr 15
Total with taxes and fees
Inn at the Beach

Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Holiday Inn Express & Suites Nokomis Sarasota South by IHG
2.5 star property
Nokomis
9.6 out of 10, Exceptional, (422 reviews)
"Clean room , nice pool great breakfast and staff were amazing!"
United States
CatherineA
$114 nightly
The price is $129
Apr 5 - Apr 6
Total with taxes and fees
Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Best Western Plus Ambassador Suites Venice

Best Western Plus Ambassador Suites Venice
2.5 star property
Venice
9.0 out of 10, Wonderful, (1,008 reviews)
"Great breakfast, friendly staff , very comfortable room and we enjoyed those cookies tremendously. "
United States
SUZANNE
$117 nightly
The price is $132
Apr 12 - Apr 13
Total with taxes and fees
Best Western Plus Ambassador Suites Venice

Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway

Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway
2.0 star property
Venice Island
7.6 out of 10, Good, (1,005 reviews)
"Clean rooms - good price - good location "
United States
Thomas
$93 nightly
The price is $106
Apr 5 - Apr 6
Total with taxes and fees
Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway

Sun Coast Inn

Sun Coast Inn
2.5 star property
Englewood South
8.0 out of 10, Very Good, (911 reviews)
"Nice place to stay for one night. Mama’s Italian restaurant next door is excellent."
United States
Randy
$135 nightly
The price is $151
Apr 1 - Apr 2
Total with taxes and fees
Sun Coast Inn

Sleeps 10 - Pool w/ Slide - Games - 6 Min to IMG

Sleeps 10 - Pool w/ Slide - Games - 6 Min to IMG
South Bradenton
$498 nightly
The price is $555
Apr 14 - Apr 15
Total with taxes and fees
Sleeps 10 - Pool w/ Slide - Games - 6 Min to IMG

Golden Host Resort - Sarasota

Golden Host Resort - Sarasota
3.0 star property
North Trail
8.4 out of 10, Very Good, (2,355 reviews)
"It was a very enjoyable stay. Great place, we'll be back next year. "
United States
Jody
$87 nightly
The price is $99
Apr 12 - Apr 13
Total with taxes and fees
Golden Host Resort - Sarasota

Siesta Key Beachside Villas

Siesta Key Beachside Villas
2.5 star property
Siesta Key Village
9.0 out of 10, Wonderful, (938 reviews)
"Very nice efficiency with good amenities. Terrific location to beach and town!"
United States
Stephen
$389 nightly
The price is $439
Apr 12 - Apr 13
Total with taxes and fees
Siesta Key Beachside Villas

Shorewalk Lakefront 2BR Corner Condo ~ Pools & Lanai ~ 5 Min to IMG ~ Anna Maria

Shorewalk Lakefront 2BR Corner Condo ~ Pools & Lanai ~ 5 Min to IMG ~ Anna Maria
Bradenton
10.0 out of 10, Exceptional, (123 reviews)
"We enjoyed our stay. Is as shown in pictures and description. "
United States
Erin M.
$271 nightly
The price is $304
Apr 10 - Apr 11
Total with taxes and fees
Shorewalk Lakefront 2BR Corner Condo ~ Pools & Lanai ~ 5 Min to IMG ~ Anna Maria
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.

Choose what matters most at hotels with a pool in Osprey

Top Osprey Hotel Reviews

Frequently asked questions

What are the best hotels in Osprey with outdoor pools?
Casey Key Resorts - Mainland is a fantastic option for travellers seeking a hotel in Osprey with an inviting outdoor pool. Rated 8.8 by guests, this resort creates an inviting space with its friendly and amazing staff, ensuring that travellers feel right at home.

The outdoor pool is complemented by delightful amenities such as poolside cabanas that are available for free, making it a superb spot to relax and soak up the sun. Guests particularly appreciate the spacious and clean rooms, along with the excellent food offerings available on-site. The location is another highlight, providing easy access to nearby attractions that enhance your Osprey experience.

For families, the pool area offers sun loungers, allowing you to unwind while the kids enjoy splashing around.
How much does a hotel with outdoor pool in Osprey cost?
Enjoy staying in a hotel in Osprey with an outdoor pool. You can find a great deal from $106 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Osprey with outdoor pool cabanas or loungers?
Casey Key Resorts - Mainland is an excellent choice for travellers seeking outdoor relaxation in Osprey. With an excellent review rating of 8.8, this hotel offers a delightful atmosphere complemented by its inviting outdoor pool, complete with free poolside cabanas and sun loungers—superb for lounging in the Florida sun.

Guests rave about the friendly and amazing staff, who go above and beyond to ensure a pleasant stay. The clean and spacious rooms are designed for comfort, making it a great option for families or those traveling with children. Additionally, the hotel features a poolside bar, allowing you to sip refreshing drinks without leaving your comfortable spot by the water.

For those looking to enjoy some quality time outdoors, Casey Key Resorts - Mainland provides the ideal setting, blending convenience with a laid-back, family-friendly environment.
Which Osprey hotels offer poolside service for food and drinks?
Casey Key Resorts - Mainland is a fantastic choice for travellers seeking a delightful poolside experience in Osprey. With an impressive traveller rating of 8.8, guests rave about the friendly and amazing staff, as well as the clean and spacious rooms that ensure a comfortable stay.

This hotel features an inviting outdoor pool, complete with a Poolside Bar where you can sip on refreshing drinks while enjoying the sun. Pool cabanas are available for free, offering a great spot to relax with family or friends. Sun loungers around the pool create a laid-back atmosphere, making it easy to unwind after a day of adventure.

Families will appreciate the excellent food options available, enhancing the overall experience.
Is it cheaper to book flights and a Osprey hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
How can I save on a Osprey hotel with a pool with Expedia?
Before booking your Osprey hotel, remember to join One Key™, Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Osprey for you.

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