Resorts in Times Square, FL: Compare 10+ Sites & Save

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40 Best Resorts in Times Square (Starting from $81)

Lani Kai Island Resort
Lani Kai Island Resort
Resort
Times Square, Fort Myers Beach, Florida, USA
0.4k from Times Square center

Accommodations, Pools, Resorts, Parking, Lodgings, Beach, Places to stay, Family, Accessible hotels

8.0

Good

269 reviews

$409
Average price / night
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Tropical Romantic Getaway Steps Away from Sand w/ Exclusive Beach Club Access
Tropical Romantic Getaway Steps Away from Sand w/ Exclusive Beach Club Access
Resort
Fort Myers Beach, FL, 33931, United States
0.1k from Times Square center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

9.8

Exceptional

24 reviews

$347
Average price / night
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Best Western Plus Beach Resort
Best Western Plus Beach Resort
Resort
Times Square, Fort Myers Beach, Florida, USA
0.6k from Times Square center

Accommodations, Pools, Resorts, Parking, 4-star, Lodgings, Beach, Places to stay, Accessible hotels

8.9

Fabulous

161 reviews

$299
Average price / night
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Welcoming Beach Hideaway Perfect for Sunny Relaxation
Welcoming Beach Hideaway Perfect for Sunny Relaxation
Resort
Fort Myers Beach, FL, 33931, United States
0.1k from Times Square center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

9.4

Superb

18 reviews

$356
Average price / night
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Diamond Head Beach Resort
Diamond Head Beach Resort
Resort
Fort Myers Beach, FL, USA
1.0k from Times Square center

Accommodations, Pools, Resorts, Parking, Romantic, 3-star, Lodgings, Beach, Jacuzzis

8.2

Very Good

614 reviews

$246
Average price / night
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2 Oceanview Resort Stays w/ Live Entertainment & Bar - Parking
2 Oceanview Resort Stays w/ Live Entertainment & Bar - Parking
Resort
Fort Myers Beach, FL, 33931, United States
0.1k from Times Square center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

New to Booking
$714
Average price / night
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775 Sombrero
775 Sombrero
Resort
Fort Myers, FL, USA
4.5k from Times Square center

Cheap, Accommodations, Pools, Parking, Resort villages, Pet-friendly, Lodgings, Hot tubs, Places to stay

10.0

Exceptional

1 reviews

$81
Average price / night
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Sun-Kissed Beach Resort w/ Spectacular Sunset Views - 3 Units
Sun-Kissed Beach Resort w/ Spectacular Sunset Views - 3 Units
Resort
Fort Myers Beach, FL, 33931, United States
0.1k from Times Square center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

10.0

Exceptional

1 reviews

$1071
Average price / night
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Cozy Beach House
Cozy Beach House
Resort
Fort Myers, FL, USA
5.9k from Times Square center

Cheap, Accommodations, Pools, Resort villages, Pet-friendly, Lodgings, Places to stay, Family, Self-catering

10.0

Exceptional

1 reviews

$96
Average price / night
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Beach Bliss: Enjoy 4 Spacious Rooms w/ Sunset & Ocean Views Nearby
Beach Bliss: Enjoy 4 Spacious Rooms w/ Sunset & Ocean Views Nearby
Resort
Fort Myers Beach, FL, 33931, United States
0.1k from Times Square center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

New to Booking
$1424
Average price / night
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Outrigger Beach Resort
Outrigger Beach Resort
Resort
Times Square, Fort Myers Beach, Florida, USA
6.0k from Times Square center

Breakfast, Internet, Kitchen, View, Oceanfront, Child Friendly, Pool

8.6

Fabulous

708 reviews

$196
Average price / night
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2 Vibrant Rooms with Outdoor Pool & Balcony Near Crescent Beach Park
2 Vibrant Rooms with Outdoor Pool & Balcony Near Crescent Beach Park
Resort
Fort Myers Beach, FL, 33931, United States
0.1k from Times Square center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

New to Booking
$692
Average price / night
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Pointe Estero Resort
Pointe Estero Resort
Resort
Times Square, Fort Myers Beach, Florida, USA
6.4k from Times Square center

Accommodations, Pools, Resorts, Parking, Romantic, 3-star, Lodgings, Beach, Jacuzzis

9.5

Superb

52 reviews

$689
Average price / night
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Gorgeous Beach Retreat w/ Private Balcony & Outdoor Swimming Pool | 2 Rooms
Gorgeous Beach Retreat w/ Private Balcony & Outdoor Swimming Pool | 2 Rooms
Resort
Fort Myers Beach, FL, 33931, United States
0.1k from Times Square center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

New to Booking
$692
Average price / night
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GullWing Beach Resort
GullWing Beach Resort
Resort
Fort Myers Beach, FL, USA
6.4k from Times Square center

Accommodations, Pools, Resorts, Parking, 3-star, Lodgings, Beach, Places to stay, Family

9.0

Fabulous

130 reviews

$406
Average price / night
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Sun, Sand & Pool Views in 3 Beachfront Rooms Near Crescent Beach Family Park
Sun, Sand & Pool Views in 3 Beachfront Rooms Near Crescent Beach Family Park
Resort
Fort Myers Beach, FL, 33931, United States
0.1k from Times Square center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

New to Booking
$1039
Average price / night
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Marriott Sanibel Harbour Resort & Spa
Marriott Sanibel Harbour Resort & Spa
Resort
Fort Myers, FL, USA
6.6k from Times Square center

Accommodations, Pools, Resorts, Parking, Spa, Romantic, Marriott , 4-star, Lodgings

7.8

Good

484 reviews

$227
Average price / night
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3 Family-Friendly Rooms | Outdoor Swimming Pool + Steps to Fort Myers Beach Pier
3 Family-Friendly Rooms | Outdoor Swimming Pool + Steps to Fort Myers Beach Pier
Resort
Fort Myers Beach, FL, 33931, United States
0.1k from Times Square center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

New to Booking
$1038
Average price / night
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Lovers Key Resort
Lovers Key Resort
Resort
Times Square, Fort Myers Beach, Florida, USA
9.5k from Times Square center

Accommodations, Pools, Resorts, Parking, Romantic, 3-star, Lodgings, Jacuzzis, Places to stay

8.3

Very Good

211 reviews

$283
Average price / night
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4 Oceanfront Rooms w/ Outdoor Pool, Firepits + Near Fort Myers Beach
4 Oceanfront Rooms w/ Outdoor Pool, Firepits + Near Fort Myers Beach
Resort
Fort Myers Beach, FL, 33931, United States
0.1k from Times Square center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

New to Booking
$1384
Average price / night
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4 Pet-Friendly Rooms with Balcony & Outdoor Pool Near Crescent Beach Park
4 Pet-Friendly Rooms with Balcony & Outdoor Pool Near Crescent Beach Park
Resort
Fort Myers Beach, FL, 33931, United States
0.1k from Times Square center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

New to Booking
$1383
Average price / night
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Tropical Poolside Stay w/ Outdoor Pool and Ocean Views Near Fort Myers Beach
Tropical Poolside Stay w/ Outdoor Pool and Ocean Views Near Fort Myers Beach
Resort
Fort Myers Beach, FL, 33931, United States
0.1k from Times Square center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

New to Booking
$347
Average price / night
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Stay on the Beach w/ Outdoor Pool Access + Firepits & Dining
Stay on the Beach w/ Outdoor Pool Access + Firepits & Dining
Resort
Fort Myers Beach, FL, 33931, United States
0.1k from Times Square center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

New to Booking
$357
Average price / night
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2 Welcoming Rooms | Steps from Times Square & Pier | Pool, Spa + Beachfront
2 Welcoming Rooms | Steps from Times Square & Pier | Pool, Spa + Beachfront
Resort
Fort Myers Beach, FL, 33931, United States
0.1k from Times Square center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

New to Booking
$714
Average price / night
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3 Family-Friendly Rooms | Sun, Shops & Surf | Walk to Pier + Relax by the Pool
3 Family-Friendly Rooms | Sun, Shops & Surf | Walk to Pier + Relax by the Pool
Resort
Fort Myers Beach, FL, 33931, United States
0.1k from Times Square center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

New to Booking
$1071
Average price / night
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Watch the Waves in 4 Oceanfront Rooms with Balcony, Pool & Spa Amenities
Watch the Waves in 4 Oceanfront Rooms with Balcony, Pool & Spa Amenities
Resort
Fort Myers Beach, FL, 33931, United States
0.1k from Times Square center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

New to Booking
$1423
Average price / night
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Beautiful beach front, radiant sunsets from beach, lanai. Heated pool, hot tub.
Beautiful beach front, radiant sunsets from beach, lanai. Heated pool, hot tub.
Resort
Fort Myers Beach, FL, 33931, United States
0.7k from Times Square center

AC, Heater, Laundry, Living Area, No Smoking

New to Booking
$206
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Resorts in Times Square.

Where to stay in Times Square? Best neighborhoods & areas

Times Square Resorts on the Map

Frequently Asked Questions

You can explore 40 verified resorts in Times Square. These include a range of options such as beachfront resorts, mountain retreats, and all-inclusive stays designed for a more immersive vacation experience.

Resort prices in Times Square vary depending on the season, property type, and included experiences. Rates typically start from around $81 per night, with higher prices for all-inclusive packages or premium resort properties.

Many resorts in Times Square offer on-site activities such as Pool, Accessibility, and Wheelchair Accessible. These features allow guests to enjoy dining, entertainment, and recreation without needing to leave the property.

Yes, some resorts in Times Square offer all-inclusive packages where meals, drinks, and select activities are included in the rate. This option can simplify planning and provide a more predictable overall cost for your stay.

For popular travel periods such as holidays or peak seasons, booking 90 to 120 days in advance is recommended to secure the best options. During quieter periods, you may find more availability closer to your travel dates.

Yes, some resorts in Times Square welcome pets. Currently, 2 listings allow pets, although policies may vary. It’s helpful to review property details to understand any restrictions or additional fees.

A hotel typically focuses on accommodation, while a resort offers a wider range of on-site amenities such as dining, entertainment, and recreational activities. Resorts are often designed to provide a more complete, stay-on-property experience.