Find Hotels with a Pool in Southwest Florida, FL

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

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check availability on Southwest Florida Hotels with a Pool

Top Southwest Florida Hotels with a Pool

Lani Kai Beachfront Resort

3.5 star property
Fort Myers Beach
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On the beach
8.8 out of 10, Excellent, (1021)
Sparkling waters beckon at the seasonal outdoor pool, complete with comfortable loungers and refreshing poolside bar service. Just steps away, white sand beaches offer volleyball and stunning ocean panoramas, while 2 beachside bars serve tropical drinks under magnificent sunsets.
$178 nightly
The price is $199
Nov 11 - Nov 12
Total with taxes and fees
Lani Kai Beachfront Resort

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, (1006)
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.
$166 nightly
The price is $188
Nov 17 - Nov 18
Total with taxes and fees
Inn at the Beach

Everglades Adventures Hotel Suites by Ivey House

2.5 star property
Everglades City
  • Outdoor pool
9.2 out of 10, Wonderful, (830)
Swimmers bask in sunshine while enjoying the spotlessly clean, refreshing outdoor pool. Conveniently located near restaurants and Everglades National Park, this quiet retreat offers spacious rooms and exciting kayaking excursions guided by knowledgeable staff.
$93 nightly
The price is $104
Dec 10 - Dec 11
Total with taxes and fees
Everglades Adventures Hotel Suites by Ivey House

Holiday Inn Express & Suites Ft Myers Beach-Sanibel Gateway by IHG

2.5 star property
Fort Myers Beach
  • Outdoor pool
9.4 out of 10, Exceptional, (1003)
Sparkling waters await in the meticulously maintained outdoor pool, accessible from 7:00 AM to 8:00 PM for guests over 17. After swimming, visitors can energize in the well-equipped fitness center, then savor the delicious complimentary breakfast that earns consistent praise.
$84 nightly
The price is $94
Nov 23 - Nov 24
Total with taxes and fees
Holiday Inn Express & Suites Ft Myers Beach-Sanibel Gateway by IHG

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, (1837)
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.
$196 nightly
The price is $222
Nov 16 - Nov 17
Total with taxes and fees
Compass Hotel by Margaritaville Anna Maria Sound

Trianon Bonita Bay

3.5 star property
Bonita Bay
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
9.2 out of 10, Wonderful, (1720)
Poolside perfection awaits with comfortable sun loungers surrounding a sparkling outdoor pool. After swimming, guests can unwind in the hot tub, sip cold drinks from the poolside bar, or enjoy American cuisine at the lakeside restaurant.
$107 nightly
The price is $120
Nov 16 - Nov 17
Total with taxes and fees
Trianon Bonita Bay

Best Western Plus Ambassador Suites Venice

2.5 star property
Venice
  • Outdoor pool
  • Pool loungers
  • Near the beach
9.0 out of 10, Wonderful, (1005)
Spacious poolside retreats with comfortable loungers and umbrellas create a refreshing outdoor oasis. Beyond crystal-clear waters, guests appreciate spotless accommodations, complimentary full breakfast, and exceptionally attentive staff.
$98 nightly
The price is $110
Nov 17 - Nov 18
Total with taxes and fees
Best Western Plus Ambassador Suites Venice

Marco Island Lakeside Inn

2.5 star property
Marco Island
  • Outdoor pool
  • Pool loungers
9.0 out of 10, Wonderful, (1006)
Sparkling pool waters invite relaxation amid sun loungers and umbrellas at this peaceful lakeside haven. Beyond the refreshing swim, guests appreciate spacious rooms with full kitchens, clean facilities, and friendly staff, all conveniently located near island attractions.
$110 nightly
The price is $122
Nov 13 - Nov 14
Total with taxes and fees
Marco Island Lakeside Inn

Fairways Inn of Naples

3.0 star property
Palm River Estates
  • Outdoor pool
  • Pool loungers
  • Near the beach
9.4 out of 10, Exceptional, (1084)
Sparkling pool waters invite relaxation after exploring nearby beaches and state parks. Surrounded by beautifully landscaped gardens, this hotel offers peaceful outdoor spaces with ample seating, barbecue grills, and a complimentary continental breakfast.
$103 nightly
The price is $114
Dec 2 - Dec 3
Total with taxes and fees
Fairways Inn of Naples

Kompose Boutique Hotel

3.0 star property
Sarasota
  • Outdoor pool
  • Hot tub
9.2 out of 10, Wonderful, (4606)
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.
$83 nightly
The price is $94
Nov 16 - Nov 17
Total with taxes and fees
Kompose Boutique Hotel
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.

Top Southwest Florida Hotel Reviews

Explore a world of travel with Expedia