Holiday rentals near Times Square
We found 13,935 holiday rentals — enter your dates for availability
If you'd like to stay close to Times Square, scroll through and discover private holiday rentals to find the perfect one for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, such as air conditioning and a TV. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Times Square
Showing deals for:7 Nov - 14 Nov
Image gallery for Fully renovated Luxury House pool! HUGE 5 BD 5 BA 9 bed! Sleeps 16! 2 golf carts
9.09.0 out of 10 rating
Wonderful
(16 reviews)
Fully renovated Luxury House pool! HUGE 5 BD 5 BA 9 bed! Sleeps 16! 2 golf carts
Captiva, FL
7% off
Price is £5,166
£5,166
£738 per night
includes taxes & fees
Image gallery for Toes In the Sand: 3Br/2BA with Pool,Bikes&Games- 4 min walk to Beach & Publix!
9.89.8 out of 10 rating
Exceptional
(108 reviews)
Toes In the Sand: 3Br/2BA with Pool,Bikes&Games- 4 min walk to Beach & Publix!
Fort Myers Beach, FL
7% off
Price is £2,322
£2,322
£332 per night
includes taxes & fees
Image gallery for Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!
1010 out of 10 rating
Exceptional
(15 reviews)
Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!
Captiva, FL
11% off
Price is £2,677
£2,677
£382 per night
includes taxes & fees
Image gallery for RELAX and Unwind on Fort Myers Beach in a 2BR/2BA Gorgeous Gulf views and Pool
9.89.8 out of 10 rating
Exceptional
(64 reviews)
RELAX and Unwind on Fort Myers Beach in a 2BR/2BA Gorgeous Gulf views and Pool
Fort Myers Beach, FL
8% off
Price is £1,606
£1,606
£229 per night
includes taxes & fees
Image gallery for Steps from Bonita Beach! Great family home with a pool on salt water canal!
9.69.6 out of 10 rating
Exceptional
(46 reviews)
Steps from Bonita Beach! Great family home with a pool on salt water canal!
Bonita Springs, FL
7% off
Price is £3,257
£3,257
£465 per night
includes taxes & fees
Image gallery for Waterfront House with Heated Pool, Jacuzzi & Private Dock
1010 out of 10 rating
Exceptional
(12 reviews)
Waterfront House with Heated Pool, Jacuzzi & Private Dock
Fort Myers, FL
15% off
Price is £3,726
£3,726
£532 per night
includes taxes & fees
Image gallery for Cape Heaven, heated pool, and volleyball court, and park.
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Cape Heaven, heated pool, and volleyball court, and park.
Cape Coral, FL
7% off
Price is £1,881
£1,881
£269 per night
includes taxes & fees
Image gallery for Prettiest Home & Best value in the area!!!!
9.89.8 out of 10 rating
Exceptional
(60 reviews)
Prettiest Home & Best value in the area!!!!
Cape Coral, FL
14% off
Price is £1,606
£1,606
£229 per night
includes taxes & fees
Image gallery for OCEANFRONT RETREAT/Monthly rental
9.89.8 out of 10 rating
Exceptional
(6 reviews)
OCEANFRONT RETREAT/Monthly rental
Bonita Springs, FL
7% off
Price is £1,708
£1,708
£244 per night
includes taxes & fees
Image gallery for DIRECT SAIL BOATS -GULF Access 5 bedroom 3 bath , Villa stunning View, sleep 11
9.29.2 out of 10 rating
Wonderful
(64 reviews)
DIRECT SAIL BOATS -GULF Access 5 bedroom 3 bath , Villa stunning View, sleep 11
Cape Coral, FL
5% off
Price is £2,038
£2,038
£291 per night
includes taxes & fees
Image gallery for Waterfront Cottage! Kayaking, birdwatching, fishing in quiet bay access setting
9.89.8 out of 10 rating
Exceptional
(12 reviews)
Waterfront Cottage! Kayaking, birdwatching, fishing in quiet bay access setting
Bonita Springs, FL
7% off
Price is £1,397
£1,397
£200 per night
includes taxes & fees
Image gallery for Enjoy your private resort/villa on the water with incredible views and location!
9.89.8 out of 10 rating
Exceptional
(70 reviews)
Enjoy your private resort/villa on the water with incredible views and location!
Cape Coral, FL
7% off
Price is £7,810
£7,810
£1,116 per night
includes taxes & fees
Image gallery for Cape Villa Family Friendly Canal front 4 Bedroom Southern Facing Heated Pool Spa
1010 out of 10 rating
Exceptional
(29 reviews)
Cape Villa Family Friendly Canal front 4 Bedroom Southern Facing Heated Pool Spa
Cape Coral, FL
7% off
Price is £2,496
£2,496
£357 per night
includes taxes & fees
Image gallery for Santa Maria Resort- Great Resort and Condo!! Large refurbished pool & hot tub!
8.08.0 out of 10 rating
Very good
(5 reviews)
Santa Maria Resort- Great Resort and Condo!! Large refurbished pool & hot tub!
Fort Myers Beach, FL
15% off
Price is £1,460
£1,460
£209 per night
includes taxes & fees
Image gallery for Cozy and warm 3-bedroom cottage with a pool in the island
8.28.2 out of 10 rating
Very good
(11 reviews)
Cozy and warm 3-bedroom cottage with a pool in the island
Saint James City, FL
7% off
Price is £1,230
£1,230
£176 per night
includes taxes & fees
Image gallery for Waterfront Oasis in SW Cape Coral Florida
1010 out of 10 rating
Exceptional
(10 reviews)
Waterfront Oasis in SW Cape Coral Florida
Cape Coral, FL
10% off
Price is £1,290
£1,290
£184 per night
includes taxes & fees
Image gallery for NEW Aqua Vista-SW Cape Coral Gulf Access Pool Home
1010 out of 10 rating
Exceptional
(23 reviews)
NEW Aqua Vista-SW Cape Coral Gulf Access Pool Home
Cape Coral, FL
7% off
Price is £1,867
£1,867
£267 per night
includes taxes & fees
Image gallery for Luxury waterfront with heated- saltwater pool
9.29.2 out of 10 rating
Wonderful
(16 reviews)
Luxury waterfront with heated- saltwater pool
Cape Coral, FL
7% off
Price is £1,395
£1,395
£199 per night
includes taxes & fees
Image gallery for Sanctuary w/covered heated saltwater pool on canal
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Sanctuary w/covered heated saltwater pool on canal
Cape Coral, FL
7% off
Price is £1,093
£1,093
£156 per night
includes taxes & fees
Image gallery for Sunrise Haven: Your Retreat in Bonita Springs 6 bedrooms/5 bath, close to Gulf
9.89.8 out of 10 rating
Exceptional
(20 reviews)
Sunrise Haven: Your Retreat in Bonita Springs 6 bedrooms/5 bath, close to Gulf
Bonita Springs, FL
7% off
Price is £3,795
£3,795
£542 per night
includes taxes & fees
Image gallery for Rockstar Beach House North Captiva Island, 25’ boat slip, NCIC pools, golf cart
1010 out of 10 rating
Exceptional
(151 reviews)
Rockstar Beach House North Captiva Island, 25’ boat slip, NCIC pools, golf cart
Captiva, FL
7% off
Price is £2,539
£2,539
£363 per night
includes taxes & fees
Image gallery for 109 Charming Coastal Haven: Heated Pool, Walk to Beach
9.49.4 out of 10 rating
Exceptional
(9 reviews)
109 Charming Coastal Haven: Heated Pool, Walk to Beach
Fort Myers Beach, FL
6% off
Price is £2,200
£2,200
£314 per night
includes taxes & fees
Image gallery for New Seasonal Casa Linda – Gulf Access, Heated Pool & Spa Retreat!
9.89.8 out of 10 rating
Exceptional
(6 reviews)
New Seasonal Casa Linda – Gulf Access, Heated Pool & Spa Retreat!
Cape Coral, FL
6% off
Price is £2,016
£2,016
£288 per night
includes taxes & fees
Image gallery for Waterfront Canal with Paddle boarding, kayaking, and fishing
1010 out of 10 rating
Exceptional
(36 reviews)
Waterfront Canal with Paddle boarding, kayaking, and fishing
Cape Coral, FL
7% off
Price is £1,614
£1,614
£231 per night
includes taxes & fees
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Find the best place to stay - Times Square
SUMMER SPECIAL "ParrotEyes FMB" North Island Beauty! Pvt Pool, TOTAL RENOVATION
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
145 reviews(145 reviews)
New 3-bedroom home with private heated pool, steps to the beach
Sleeps 12 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Times Square Hideaway By FL Vibes
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
4 King, 2 Bath, Pool, Tiki Bar Home-1 Blk to Shops/Restaurants/Times Sq/Beach
Sleeps 10 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Beach House ~ Minutes walk to white sand Gulf of Mexico!
Sleeps 4 · 3 bedrooms · 3 bathrooms
9.29.2 out of 10
Wonderfulwonderful
76 reviews(76 reviews)
3/2 plus a DEN, Gulf Access, and Centrally Located Heated Pool Home!
Sleeps 7 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
97 reviews(97 reviews)
Top rated rentals - Times Square
First time in Cape Coral
1010 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Tranquil oasis close to beach
1010 out of 10
Exceptionalexceptional
283 reviews(283 reviews)
Great place in a perfect spot
1010 out of 10
Exceptionalexceptional
132 reviews(132 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, pools, gardens and more
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