Holiday rentals near Calusa Heritage Trail
We found 9,864 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:25 Jul - 1 Aug
Image gallery for Large Luxury Near Beach Home On Captiva in the Village. Great for Groups!

9.69.6 out of 10 rating
Exceptional
(34 reviews)
Large Luxury Near Beach Home On Captiva in the Village. Great for Groups!
Captiva, FL
53% off
Price is NZ$18,170
NZ$18,170
NZ$2,596 per night
includes taxes & fees
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$12,558
NZ$12,558
NZ$1,794 per night
includes taxes & fees
Image gallery for CASA CORAL☀️Heated Pool 🐠Canal🚣♀️Games🎱Golf⛳️ Family🛏 🌞Kayak

9.69.6 out of 10 rating
Exceptional
(7 reviews)
CASA CORAL☀️Heated Pool 🐠Canal🚣♀️Games🎱Golf⛳️ Family🛏 🌞Kayak
Cape Coral, FL
8% off
Price is NZ$5,165
NZ$5,165
NZ$738 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$4,246
NZ$4,246
NZ$607 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$2,574
NZ$2,574
NZ$368 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
13% off
Price is NZ$8,268
NZ$8,268
NZ$1,181 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$3,317
NZ$3,317
NZ$474 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
(5 reviews)
SANTA CLARA! Coastal, modern 3BR ESCAPE, harbor view, boat slip, CLUB access
Captiva, FL
7% off
Price is NZ$5,827
NZ$5,827
NZ$832 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
7% off
Price is NZ$2,672
NZ$2,672
NZ$382 per night
includes taxes & fees
Image gallery for TARPON COVE - Coastal Luxury 2 Bedroom 2 Bathroom Island Home

1010 out of 10 rating
Exceptional
(46 reviews)
TARPON COVE - Coastal Luxury 2 Bedroom 2 Bathroom Island Home
Captiva, FL
7% off
Price is NZ$6,704
NZ$6,704
NZ$958 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$5,361
NZ$5,361
NZ$766 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
(7 reviews)
Newly listed, beautiful 2-bedroom, 2 bathroom condo in charming Boca Grande.
Placida, FL
8% off
Price is NZ$6,425
NZ$6,425
NZ$918 per night
includes taxes & fees
Image gallery for CAPE CORAL FLORIDA WATERFRONT WITH HEATED POOL, PRIVATE DOCK

9.49.4 out of 10 rating
Exceptional
(48 reviews)
CAPE CORAL FLORIDA WATERFRONT WITH HEATED POOL, PRIVATE DOCK
Cape Coral, FL
11% off
Price is NZ$2,239
NZ$2,239
NZ$320 per night
includes taxes & fees
Image gallery for OCEANLUX-Luxury+Gulf_Access+Heated_Pool+Kayaks+Golf+Chefs_Kitchen+Games

9.89.8 out of 10 rating
Exceptional
(10 reviews)
OCEANLUX-Luxury+Gulf_Access+Heated_Pool+Kayaks+Golf+Chefs_Kitchen+Games
Cape Coral, FL
8% off
Price is NZ$4,555
NZ$4,555
NZ$651 per night
includes taxes & fees
Image gallery for Canal Waterfront home just minutes from Charlotte Harbor, Saltwater Pool!

1010 out of 10 rating
Exceptional
(13 reviews)
Canal Waterfront home just minutes from Charlotte Harbor, Saltwater Pool!
Punta Gorda, FL
8% off
Price is NZ$8,395
NZ$8,395
NZ$1,199 per night
includes taxes & fees
Image gallery for Oceanfront Luxury Home with Secluded Private Beach

1010 out of 10 rating
Exceptional
(89 reviews)
Oceanfront Luxury Home with Secluded Private Beach
Captiva, FL
8% off
Price is NZ$8,506
NZ$8,506
NZ$1,215 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$1,953
NZ$1,953
NZ$279 per night
includes taxes & fees
Image gallery for Spring Summer Specials-close to restaurants, boat ramp & marina,2 paddle-boards

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Spring Summer Specials-close to restaurants, boat ramp & marina,2 paddle-boards
Saint James City, FL
7% off
Price is NZ$3,294
NZ$3,294
NZ$471 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$3,571
NZ$3,571
NZ$510 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$3,886
NZ$3,886
NZ$555 per night
includes taxes & fees
Image gallery for Experience paradise in Cape Coral, just 27-min drive from Ft Myers Airport

1010 out of 10 rating
Exceptional
(11 reviews)
Experience paradise in Cape Coral, just 27-min drive from Ft Myers Airport
Cape Coral, FL
6% off
Price is NZ$2,544
NZ$2,544
NZ$363 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$11,164
NZ$11,164
NZ$1,595 per night
includes taxes & fees
Image gallery for Waterfront luxury 4 bed 4 bath with large heated pool & dock

1010 out of 10 rating
Exceptional
(12 reviews)
Waterfront luxury 4 bed 4 bath with large heated pool & dock
Cape Coral, FL
9% off
Price is NZ$4,103
NZ$4,103
NZ$586 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
(8 reviews)
Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!
Captiva, FL
12% off
Price is NZ$5,707
NZ$5,707
NZ$815 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
854 reviews(854 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
66 reviews(66 reviews)
Tropical paradise near the beach with enclosed private pool & lanai
Sleeps 5 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
10 reviews(10 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)
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)
Welcome to THE HIVE. A hub for peace and relaxation. DIRECT GULF views
Sleeps 6 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 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