Holiday rentals near Calusa Heritage Trail
We found 9,816 holiday rentals — enter your dates for availability
Choose the perfect holiday rental within close proximity to Calusa Heritage Trail. Holiday homes offer the amenities that you expect for you and your friends, family or even pets, such as a fireplace and garden. At the end of the day, you're sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Calusa Heritage Trail
Showing deals for:15 Aug - 22 Aug
Image gallery for Aah!!! Poppy's Paradise
1010 out of 10 rating
Exceptional
(40 reviews)
Aah!!! Poppy's Paradise
Captiva, FL
7% off
Price is NZ$12,648
NZ$12,648
NZ$1,807 per night
includes taxes & fees
Image gallery for The Hyde Away-Beautiful newer home exquisitely decorated on a fresh water canal.
1010 out of 10 rating
Exceptional
(16 reviews)
The Hyde Away-Beautiful newer home exquisitely decorated on a fresh water canal.
Cape Coral, FL
7% off
Price is NZ$4,277
NZ$4,277
NZ$611 per night
includes taxes & fees
Image gallery for CASA CORAL☀️Heated Pool 🐠Canal🚣♀️Games🎱Golf⛳️ Family🛏 🌞Kayak
9.49.4 out of 10 rating
Exceptional
(8 reviews)
CASA CORAL☀️Heated Pool 🐠Canal🚣♀️Games🎱Golf⛳️ Family🛏 🌞Kayak
Cape Coral, FL
7% off
Price is NZ$4,270
NZ$4,270
NZ$610 per night
includes taxes & fees
Image gallery for Waterfront Oasis in SW Cape Coral Florida
1010 out of 10 rating
Exceptional
(8 reviews)
Waterfront Oasis in SW Cape Coral Florida
Cape Coral, FL
8% off
Price is NZ$2,593
NZ$2,593
NZ$370 per night
includes taxes & fees
Image gallery for Pool home, 4 bedroom/ 3bath in a great location in Cape Coral!
9.89.8 out of 10 rating
Exceptional
(74 reviews)
Pool home, 4 bedroom/ 3bath in a great location in Cape Coral!
Cape Coral, FL
6% off
Price is NZ$2,563
NZ$2,563
NZ$366 per night
includes taxes & fees
Image gallery for SANTA CLARA! Coastal, modern 3BR ESCAPE, harbor view, boat slip, CLUB access
1010 out of 10 rating
Exceptional
(6 reviews)
SANTA CLARA! Coastal, modern 3BR ESCAPE, harbor view, boat slip, CLUB access
Captiva, FL
7% off
Price is NZ$5,869
NZ$5,869
NZ$838 per night
includes taxes & fees
Image gallery for New Construction - Elegant Fresh Water Canal Home w/ Heated Pool
1010 out of 10 rating
Exceptional
(23 reviews)
New Construction - Elegant Fresh Water Canal Home w/ Heated Pool
Cape Coral, FL
6% off
Price is NZ$3,341
NZ$3,341
NZ$477 per night
includes taxes & fees
Image gallery for The perfect family vacation home with gulf access/heated pool/tiki bar/ kayaks!
1010 out of 10 rating
Exceptional
(16 reviews)
The perfect family vacation home with gulf access/heated pool/tiki bar/ kayaks!
Cape Coral, FL
8% off
Price is NZ$6,357
NZ$6,357
NZ$908 per night
includes taxes & fees
Image gallery for Pet friendly spacious home for large groups! Heated pool & jacuzzi, games!
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Pet friendly spacious home for large groups! Heated pool & jacuzzi, games!
Cape Coral, FL
12% off
Price is NZ$6,605
NZ$6,605
NZ$944 per night
includes taxes & fees
Image gallery for TARPON COVE - Coastal Luxury 2 Bedroom 2 Bathroom Island Home
1010 out of 10 rating
Exceptional
(47 reviews)
TARPON COVE - Coastal Luxury 2 Bedroom 2 Bathroom Island Home
Captiva, FL
7% off
Price is NZ$6,752
NZ$6,752
NZ$965 per night
includes taxes & fees
Image gallery for Newly listed, beautiful 2-bedroom, 2 bathroom condo in charming Boca Grande.
1010 out of 10 rating
Exceptional
(8 reviews)
Newly listed, beautiful 2-bedroom, 2 bathroom condo in charming Boca Grande.
Placida, FL
8% off
Price is NZ$6,471
NZ$6,471
NZ$924 per night
includes taxes & fees
Image gallery for Luxury SALTWATER pool, MINI GOLF, Arcade, SLEEPS 11! Drive to BEACH!!
1010 out of 10 rating
Exceptional
(18 reviews)
Luxury SALTWATER pool, MINI GOLF, Arcade, SLEEPS 11! Drive to BEACH!!
Cape Coral, FL
7% off
Price is NZ$3,578
NZ$3,578
NZ$511 per night
includes taxes & fees
Image gallery for Great Family Vacation, Waterfront Pool Home
1010 out of 10 rating
Exceptional
(5 reviews)
Great Family Vacation, Waterfront Pool Home
Cape Coral, FL
12% off
Price is NZ$4,782
NZ$4,782
NZ$683 per night
includes taxes & fees
Image gallery for Special:10-15% Discount! Book 2025 w/private pool, elevator, ocean view!
1010 out of 10 rating
Exceptional
(11 reviews)
Special:10-15% Discount! Book 2025 w/private pool, elevator, ocean view!
Captiva, FL
10% off
Price is NZ$9,241
NZ$9,241
NZ$1,320 per night
includes taxes & fees
Image gallery for Canal Waterfront Serenity Retreat
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Canal Waterfront Serenity Retreat
Cape Coral, Florida
6% off
Price is NZ$1,907
NZ$1,907
NZ$272 per night
includes taxes & fees
Image gallery for Experience The Ultimate Luxury: 4 BR/3 BA, Heated Pool, Lanai, Fire Pit
9.89.8 out of 10 rating
Exceptional
(15 reviews)
Experience The Ultimate Luxury: 4 BR/3 BA, Heated Pool, Lanai, Fire Pit
Port Charlotte, FL
7% off
Price is NZ$5,574
NZ$5,574
NZ$796 per night
includes taxes & fees
Image gallery for Spring Summer specials- heated pool, close to many stores and restaurants
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Spring Summer specials- heated pool, close to many stores and restaurants
Cape Coral, FL
8% off
Price is NZ$3,597
NZ$3,597
NZ$514 per night
includes taxes & fees
Image gallery for Tropical Oasis sleeps 13 with a heated pool. Free WiFi. Close to everything
1010 out of 10 rating
Exceptional
(13 reviews)
Tropical Oasis sleeps 13 with a heated pool. Free WiFi. Close to everything
Cape Coral, FL
8% off
Price is NZ$3,914
NZ$3,914
NZ$559 per night
includes taxes & fees
Image gallery for Waterfront Pink House with Private Dock & Pool!
9.89.8 out of 10 rating
Exceptional
(58 reviews)
Waterfront Pink House with Private Dock & Pool!
Captiva, FL
10% off
Price is NZ$12,045
NZ$12,045
NZ$1,721 per night
includes taxes & fees
Image gallery for Great reviews & price–VERY convenient-Beautiful pool & dock
9.89.8 out of 10 rating
Exceptional
(132 reviews)
Great reviews & price–VERY convenient-Beautiful pool & dock
Cape Coral, FL
8% off
Price is NZ$2,403
NZ$2,403
NZ$343 per night
includes taxes & fees
Image gallery for Gulf Access, Wide Water Views, Private 1/2 acre lot ,Large Lanai, 40 ft pool
1010 out of 10 rating
Exceptional
(83 reviews)
Gulf Access, Wide Water Views, Private 1/2 acre lot ,Large Lanai, 40 ft pool
Cape Coral, FL
6% off
Price is NZ$3,322
NZ$3,322
NZ$475 per night
includes taxes & fees
Image gallery for Fish Tale 4/3 Pool Home with Game Room Sleeps 10
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Fish Tale 4/3 Pool Home with Game Room Sleeps 10
Cape Coral, FL
7% off
Price is NZ$3,241
NZ$3,241
NZ$463 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
(10 reviews)
Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!
Captiva, FL
12% off
Price is NZ$5,748
NZ$5,748
NZ$821 per night
includes taxes & fees
Image gallery for Sanctuary w/covered heated saltwater pool on canal
1010 out of 10 rating
Exceptional
(7 reviews)
Sanctuary w/covered heated saltwater pool on canal
Cape Coral, FL
7% off
Price is NZ$3,099
NZ$3,099
NZ$443 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Calusa Heritage Trail
The Suites at Fishermen’s Village- 2 Bedroom Suites
Sleeps 4 · 2 bedrooms
9.89.8 out of 10
Exceptionalexceptional
882 reviews(882 reviews)
Tropical paradise near the beach with enclosed private pool & lanai
Sleeps 5 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Water front, Bring Your Boat or drop a fishing line, enjoy a beautiful sunset !
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
67 reviews(67 reviews)
Little Gasparilla Island - Gulf view, golf cart, ferry, pool, boat dock, parking
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
82 reviews(82 reviews)
Bird's Nest has a birds eye view! PRIVATE ISLAND
Sleeps 6 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Beach Cottage on Private Little Gasparilla Island, relax & unwind!
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
23 reviews(23 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, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value