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, (1,120 reviews)
  • cleanliness
    Splash into sunshine at this Nokomis retreat featuring a heated pool and tiki bar with live music.
$171 nightly
The price is $193
May 4 - May 5
Total with taxes and fees
Casey Key Resorts - Mainland

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, (435 reviews)
  • cleanliness
    Escape to a refreshing pool retreat near Venice Beach where outdoor relaxation meets coastal adventure.
$105 nightly
The price is $119
May 3 - May 4
Total with taxes and fees
Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Inn at the Beach

Inn at the Beach
3.0 star property
Venice Island
9.8 out of 10, Exceptional, (1,004 reviews)
  • cleanliness
    Sparkling beachfront pool invites evening dips with stunning sunset views across the water.
$206 nightly
The price is $233
Apr 14 - Apr 15
Total with taxes and fees
Inn at the Beach

Sun Coast Inn

Sun Coast Inn
2.5 star property
Englewood South
8.0 out of 10, Very Good, (929 reviews)
  • cleanliness
    Shimmering blue waters beckon steps from pristine white sand beaches for ultimate vacation bliss.
$93 nightly
The price is $104
May 1 - May 2
Total with taxes and fees
Sun Coast Inn

Best Western Plus Ambassador Suites Venice

Best Western Plus Ambassador Suites Venice
2.5 star property
Venice
9.0 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Dive into poolside perfection with loungers and umbrellas at this Venice retreat.
$99 nightly
The price is $112
May 3 - May 4
Total with taxes and fees
Best Western Plus Ambassador Suites Venice

Hampton Inn & Suites North Port

Hampton Inn & Suites North Port
2.5 star property
North Port
9.4 out of 10, Exceptional, (654 reviews)
  • cleanliness
    Dive into summer relaxation at this hotel's seasonal outdoor pool, just steps from your room.
$126 nightly
The price is $143
May 3 - May 4
Total with taxes and fees
Hampton Inn & Suites North Port

Island Sun Inn & Suites - Historic Venice & Beach Getaway

Island Sun Inn & Suites - Historic Venice & Beach Getaway
2.0 star property
Venice Island
7.6 out of 10, Good, (1,002 reviews)
  • cleanliness
    Soak up the sunshine in this inviting pool oasis just minutes from Venice Beach's shores.
$93 nightly
The price is $106
Apr 5 - Apr 6
Total with taxes and fees
Island Sun Inn & Suites - Historic Venice & Beach Getaway

Golden Host Resort - Sarasota

Golden Host Resort - Sarasota
3.0 star property
North Trail
8.4 out of 10, Very Good, (2,384 reviews)
  • cleanliness
    Poolside paradise beckons at this Sarasota retreat with heated waters and tiki bar vibes.
$75 nightly
The price is $85
May 3 - May 4
Total with taxes and fees
Golden Host Resort - Sarasota

All-New, First Floor, Huge Pool, 70" TV, Tiki Bar!

All-New, First Floor, Huge Pool, 70" TV, Tiki Bar!
Whitfield Estates
8.8 out of 10, Excellent, (36 reviews)
$177 nightly
The price is $207
Apr 12 - Apr 13
Total with taxes and fees
All-New, First Floor, Huge Pool, 70" TV, Tiki Bar!

Paradise Retreat with HEATED POOL-- Need We Say More

Paradise Retreat with HEATED POOL-- Need We Say More
South Bradenton
10.0 out of 10, Exceptional, (181 reviews)
$318 nightly
The price is $356
Apr 14 - Apr 15
Total with taxes and fees
Paradise Retreat with HEATED POOL-- Need We Say More
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 $85 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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