
Holiday rentals near Cabbage Key
We found 818 holiday rentals — enter your dates for availability
Choose the perfect holiday home within easy reach of Cabbage Key. Holiday homes offer the best amenities for you and your friends, family or even pets, such as Wi-Fi and a fireplace. No matter what you're looking for, you'll be 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 - Cabbage Key
Showing deals for:19 Sept - 26 Sept
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$17,984
NZ$17,984
NZ$2,569 per night
includes taxes & fees
Image gallery for The Blue Marlin - Beachfront Oasis with Private Beachside Pool & Boat Dock

1010 out of 10 rating
Exceptional
(81 reviews)
The Blue Marlin - Beachfront Oasis with Private Beachside Pool & Boat Dock
Captiva, FL
8% off
Price is NZ$12,942
NZ$12,942
NZ$1,849 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
8% off
Price is NZ$9,543
NZ$9,543
NZ$1,363 per night
includes taxes & fees
Image gallery for SeaStar North Captiva, Private Pool, Near Beach

1010 out of 10 rating
Exceptional
(7 reviews)
SeaStar North Captiva, Private Pool, Near Beach
Captiva, FL
7% off
Price is NZ$8,656
NZ$8,656
NZ$1,237 per night
includes taxes & fees
Image gallery for Private dock with 2 golf carts Oceanfront home Absolute Best Location on island!

9.89.8 out of 10 rating
Exceptional
(8 reviews)
Private dock with 2 golf carts Oceanfront home Absolute Best Location on island!
Captiva, FL
8% off
Price is NZ$9,207
NZ$9,207
NZ$1,315 per night
includes taxes & fees
Image gallery for Luxurious 5BR Waterfront Retreat with Pool, Spa & Private Dock in Cape Coral Fl

9.89.8 out of 10 rating
Exceptional
(73 reviews)
Luxurious 5BR Waterfront Retreat with Pool, Spa & Private Dock in Cape Coral Fl
Cape Coral, FL
15% off
Price is NZ$4,237
NZ$4,237
NZ$605 per night
includes taxes & fees
Image gallery for ⚓️South Seas Serenity Coastal Luxury Beach Condo⚓️

1010 out of 10 rating
Exceptional
(54 reviews)
⚓️South Seas Serenity Coastal Luxury Beach Condo⚓️
Captiva, FL
15% off
Price is NZ$7,668
NZ$7,668
NZ$1,095 per night
includes taxes & fees
Image gallery for Southwest Florida Home Pool Fishing Biking Hiking Sun & Fun

1010 out of 10 rating
Exceptional
(16 reviews)
Southwest Florida Home Pool Fishing Biking Hiking Sun & Fun
Bokeelia, FL
8% off
Price is NZ$5,657
NZ$5,657
NZ$808 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$6,635
NZ$6,635
NZ$948 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$8,077
NZ$8,077
NZ$1,154 per night
includes taxes & fees
Image gallery for Delightful 'Old Florida' Island cottage in Boca Grande with separate guest house

8.88.8 out of 10 rating
Excellent
(28 reviews)
Delightful 'Old Florida' Island cottage in Boca Grande with separate guest house
Boca Grande, FL
8% off
Price is NZ$13,932
NZ$13,932
NZ$1,990 per night
includes taxes & fees
Image gallery for SERENITY NOW~1 Min. To BEACH!-SCREENED-IN HEATED POOL-2 Carts-4&6, Island Club

9.69.6 out of 10 rating
Exceptional
(33 reviews)
SERENITY NOW~1 Min. To BEACH!-SCREENED-IN HEATED POOL-2 Carts-4&6, Island Club
Captiva, FL
8% off
Price is NZ$9,632
NZ$9,632
NZ$1,376 per night
includes taxes & fees
Image gallery for 5 bedroom stunning home. Walking distance to town and the beach.

1010 out of 10 rating
Exceptional
(74 reviews)
5 bedroom stunning home. Walking distance to town and the beach.
Boca Grande, FL
8% off
Price is NZ$23,696
NZ$23,696
NZ$3,385 per night
includes taxes & fees
Image gallery for Dream house near the beach, private pool, steps from the beach!

9.49.4 out of 10 rating
Exceptional
(25 reviews)
Dream house near the beach, private pool, steps from the beach!
Captiva, FL
8% off
Price is NZ$9,031
NZ$9,031
NZ$1,290 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$5,649
NZ$5,649
NZ$807 per night
includes taxes & fees
Image gallery for LaySea 8 - Across from Nature Preserve and steps to the best beach!

1010 out of 10 rating
Exceptional
(22 reviews)
LaySea 8 - Across from Nature Preserve and steps to the best beach!
Captiva, FL
7% off
Price is NZ$4,831
NZ$4,831
NZ$690 per night
includes taxes & fees
Image gallery for North Captiva Island- Ocean bay views and modern decor. Two new carts!

1010 out of 10 rating
Exceptional
(6 reviews)
North Captiva Island- Ocean bay views and modern decor. Two new carts!
Captiva, FL
8% off
Price is NZ$5,721
NZ$5,721
NZ$817 per night
includes taxes & fees
Image gallery for Spectacular beach front views with a short walk to members only beach

9.89.8 out of 10 rating
Exceptional
(27 reviews)
Spectacular beach front views with a short walk to members only beach
Captiva, FL
8% off
Price is NZ$6,156
NZ$6,156
NZ$879 per night
includes taxes & fees
Image gallery for ⚓️South Seas Serenity II Coastal Luxury Beach Condo⚓️

1010 out of 10 rating
Exceptional
(29 reviews)
⚓️South Seas Serenity II Coastal Luxury Beach Condo⚓️
Captiva, FL
15% off
Price is NZ$5,960
NZ$5,960
NZ$851 per night
includes taxes & fees
Image gallery for “Coral Cottage”<br>A Cottage Secluded in Palms with a Jacuzzi 2 minute walk 2 Beach

9.89.8 out of 10 rating
Exceptional
(10 reviews)
“Coral Cottage”<br>A Cottage Secluded in Palms with a Jacuzzi 2 minute walk 2 Beach
Captiva, FL
7% off
Price is NZ$3,784
NZ$3,784
NZ$541 per night
includes taxes & fees
Image gallery for Luxury Retreats at Boca Grande - Grande Canal

1010 out of 10 rating
Exceptional
(17 reviews)
Luxury Retreats at Boca Grande - Grande Canal
Boca Grande, FL
7% off
Price is NZ$12,147
NZ$12,147
NZ$1,735 per night
includes taxes & fees
Image gallery for 🏝 50+ 5★s《 Ocean Views 》5 Min Walk to beach 🏝

1010 out of 10 rating
Exceptional
(17 reviews)
🏝 50+ 5★s《 Ocean Views 》5 Min Walk to beach 🏝
Captiva, FL
8% off
Price is NZ$8,614
NZ$8,614
NZ$1,231 per night
includes taxes & fees
Image gallery for Anthony Beach Cottages - 49 Sunset Captiva

8.08.0 out of 10 rating
Very good
(10 reviews)
Anthony Beach Cottages - 49 Sunset Captiva
Captiva, FL
7% off
Price is NZ$3,838
NZ$3,838
NZ$548 per night
includes taxes & fees
Image gallery for Blissfully Serene Palm Cottage In Town and 2 Blocks from Beach

1010 out of 10 rating
Exceptional
(80 reviews)
Blissfully Serene Palm Cottage In Town and 2 Blocks from Beach
Boca Grande, FL
7% off
Price is NZ$13,783
NZ$13,783
NZ$1,969 per night
includes taxes & fees
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Find the best place to stay - Cabbage Key
Showing deals for: 13 Sept - 16 Sept50’ of Dock for your boats. Hot tub, Boatlift, walk 2 restaurants Xtra parking.
Sleeps 10 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
The current price is NZ$1,976
NZ$1,976
for 3 nights, 1 home
NZ$659 per night
includes taxes & fees
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
Sleeps 4
9.49.4 out of 10
Exceptionalexceptional
44 reviews(44 reviews)
The current price is NZ$859
NZ$859
for 3 nights, 1 home
NZ$286 per night
includes taxes & fees
Fish, Swim, Boat, Kayak, Snorkel, Bike, Hike, Dolphin Watch and Island Hopping.
Sleeps 5 · 3 bedrooms · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
45 reviews(45 reviews)
The current price is NZ$1,043
NZ$1,043
for 3 nights, 1 home
NZ$348 per night
includes taxes & fees
NEW!! The “WATERSIDE” COTTAGE~With dockage
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
40 reviews(40 reviews)
The current price is NZ$1,496
NZ$1,496
for 3 nights, 1 home
NZ$499 per night
includes taxes & fees
Bokeelia Bliss! 3/3 Heated Pool, Boat Ramp Included!
Sleeps 6 · 3 bedrooms · 3 bathrooms
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
The current price is NZ$1,698
NZ$1,698
for 3 nights, 1 home
NZ$566 per night
includes taxes & fees
Just Listed - Beautifully renovated waterfront 2 bedroom home
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
8 reviews(8 reviews)
The current price is NZ$2,076
NZ$2,076
for 3 nights, 1 home
NZ$692 per night
includes taxes & fees
- 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