Search Hotels with Pool in Longboat Key

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 Longboat Key Hotels with Pool

Tonight
24 Nov - 25 Nov
Tomorrow
25 Nov - 26 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Top Longboat Key Hotels with Pool

Suite, 1 Bedroom, Pool View | View from room
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4.0 star property
Bradenton
  • Outdoor pool
  • Pool loungers
  • Near the beach
9.4 out of 10, Exceptional, (1855)
Heated outdoor pool creates a serene sanctuary where loungers invite relaxation beneath island sunsets. Poolside restaurant serves delicious meals, complementing nearby beach adventures, marina activities, and scenic hiking trails.
The price is 3.527.236 ₫
4.730.662 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Compass Hotel by Margaritaville Anna Maria Sound
Outdoor pool, a heated pool, pool loungers
Inn at the Beach

Inn at the Beach

3.0 star property
Venice Island
  • Outdoor pool
  • Pool loungers
  • Near the beach
  • Hot tub
9.8 out of 10, Exceptional, (1012)
Sparkling pool waters beckon after a day exploring nearby Venice Beach. Relaxation continues in the clean hot tub while sunsets paint the sky. Continental breakfast, bicycle rentals, and barbecue areas complement this peaceful beachfront haven.
The price is 3.303.159 ₫
4.417.744 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Inn at the Beach
3 outdoor pools
Palmetto Marriott Resort & Spa

Palmetto Marriott Resort & Spa

4.5 star property
Palmetto
  • 3 outdoor pools
  • 2 poolside bars
  • Full-service spa
9.2 out of 10, Wonderful, (345)
Splashing amid three inviting outdoor pools defines holiday perfection at this luxury Palmetto retreat. Guests savour drinks from two poolside bars while enjoying spa treatments, fitness facilities, and delicious meals from multiple on-site dining options.
The price is 3.901.576 ₫
5.749.289 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Palmetto Marriott Resort & Spa
Outdoor pool, pool loungers
Zota Beach Resort

Zota Beach Resort

4.0 star property
Longboat Key
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On private beach
  • Hot tub
9.0 out of 10, Wonderful, (1000)
Aquatic luxury awaits at this pristine resort's outdoor pool sanctuary where sun loungers line crystal waters. After swimming, guests sip handcrafted cocktails from the poolside bar while admiring beach views before retreating to modern, spacious rooms.
The price is 5.140.590 ₫
7.000.429 ₫ total
includes taxes & fees
25 Nov - 26 Nov
Zota Beach Resort
Outdoor pool, pool umbrellas, pool loungers
The Resort at Longboat Key Club

The Resort at Longboat Key Club

4.0 star property
Longboat Key
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On private beach
  • Hot tub
9.0 out of 10, Wonderful, (689)
Sparkling waters beckon at the resort's magnificent outdoor pool, complete with sun loungers, umbrellas, and a lively poolside bar. Guests also enjoy a private white-sand beach, 15 tennis courts, and a marina for complete holiday indulgence.
The price is 10.782.058 ₫
13.375.288 ₫ total
includes taxes & fees
25 Nov - 26 Nov
The Resort at Longboat Key Club
Private beach, white sand, sun-loungers, beach umbrellas
The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

5.0 star property
Longboat Key
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On private beach
  • Hot tub
9.8 out of 10, Exceptional, (56)
Poolside bliss awaits with loungers under umbrellas, refreshing cocktails from the bar, and a lazy river for endless floating fun. Spa services, 3 restaurants, and a private white sand beach complete this luxury aquatic haven.
The price is 19.481.518 ₫
23.652.513 ₫ total
includes taxes & fees
8 Dec - 9 Dec
The St. Regis Longboat Key Resort
Outdoor pool, open 9 AM to 9 PM, pool loungers
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

2.5 star property
Siesta Key Village
  • Outdoor pool
  • Pool loungers
  • Near the beach
  • Hot tub
9.0 out of 10, Wonderful, (1014)
Sparkling resort pool and soothing hot tub create an inviting sanctuary after beach adventures. Complimentary bicycles unlock coastal exploration while the nearby Tiki Bar serves delicious refreshments, perfect for a complete island getaway.
Siesta Key Beach Resort and Suites
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
Sarasota
  • Outdoor pool
  • Pool loungers
  • Near the beach
8.6 out of 10, Excellent, (2198)
Poolside paradise awaits between beach visits at this inviting hotel's heated outdoor swimming area. Comfortable sun loungers surround blue waters, creating a perfect retreat after exploring nearby Siesta Key Beach and local dining spots.
Hibiscus Suites - Gateway to Siesta Key
Outdoor pool, a heated pool
Kompose Boutique Hotel

Kompose Boutique Hotel

3.0 star property
Sarasota
  • Outdoor pool
  • Hot tub
9.2 out of 10, Wonderful, (4679)
Sparkling beneath the sun, the heated outdoor pool provides a refreshing escape after exploring nearby beaches. Guests particularly love unwinding in the hot tub before retiring to spotlessly clean, modern rooms with rainfall showers.
Kompose Boutique Hotel
Outdoor pool
Carlisle Inn

Carlisle Inn

3.5 star property
Pinecraft
  • Outdoor pool
10.0 out of 10, Exceptional, (2107)
Swimming enthusiasts appreciate the immaculately maintained outdoor pool, accessible from early morning until late evening. This family-friendly hotel complements aquatic enjoyment with a 24-hour fitness centre, delicious breakfast buffet, and spacious, sound-insulated rooms for peaceful relaxation.
The price is 3.303.159 ₫
3.732.570 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Carlisle Inn
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 Longboat Key Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

What's it like visiting Longboat Key?
If relaxing by the pool is your idea of the perfect getaway, you may want to consider relaxing Longboat Key, which has 6 places to stay with pools. During your visit, you can explore sights such as Lido Beach and Siesta Key Beach, and then relax poolside at one of the accommodation options in Longboat Key that guests like for their pools.
How many hotels with pools should I expect to find in Longboat Key?
Expedia has 6 hotels in Longboat Key for your poolside break.
What is there to see and do in Longboat Key?
Explore places such as Lido Beach and Siesta Key Beach while you're in the area. The picturesque setting of Longboat Key Beaches and Jewfish Key showcase the area's natural beauty. Visitors to Longboat Key speak highly of the natural attractions, including the beautiful beaches.
When is the best time to book a hotel with a pool in Longboat Key?
You may want to consider a place to stay with an outdoor pool if you're planning to visit Longboat Key in the driest months of February, November or March, when the average rainfall is 49 mm. Accommodation with an indoor pool may be the way to go if you come to town during the rainiest months of August, July and September when the average rainfall is 203 mm.