
Holiday rentals near Cabbage Key
We found 839 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:7 Nov - 14 Nov
Image gallery for Escape to CASA PALMA HIDEAWAY! 4BD/3BA, Pool, Outdoor Kitchen, boat slip & More!

1010 out of 10 rating
Exceptional
(10 reviews)
Escape to CASA PALMA HIDEAWAY! 4BD/3BA, Pool, Outdoor Kitchen, boat slip & More!
Captiva, FL
6% off
Price is £7,246
£7,246
£1,035 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
(15 reviews)
Special:10-15% Discount! Book 2025 w/private pool, elevator, ocean view!
Captiva, FL
9% off
Price is £3,270
£3,270
£467 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 £4,392
£4,392
£627 per night
includes taxes & fees
Image gallery for Spacious "Crab Cakes" Cottage on N. Captiva Island,FL with GolfCart and Starlink

8.88.8 out of 10 rating
Excellent
(13 reviews)
Spacious "Crab Cakes" Cottage on N. Captiva Island,FL with GolfCart and Starlink
Captiva, FL
11% off
Price is £2,457
£2,457
£351 per night
includes taxes & fees
Image gallery for EXCLUSIVE AT THE BEACH: Pool, Golf Cart, Club Access included, Avail Book Now!!

1010 out of 10 rating
Exceptional
(29 reviews)
EXCLUSIVE AT THE BEACH: Pool, Golf Cart, Club Access included, Avail Book Now!!
Captiva, FL
8% off
Price is £4,760
£4,760
£680 per night
includes taxes & fees
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 £5,184
£5,184
£741 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
7% off
Price is £4,581
£4,581
£654 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
(84 reviews)
The Blue Marlin - Beachfront Oasis with Private Beachside Pool & Boat Dock
Captiva, FL
8% off
Price is £7,005
£7,005
£1,001 per night
includes taxes & fees
Image gallery for RATE CUT! Blue Pearl-near beach, screened porch, club, courtesy golf cart for 4.

8.68.6 out of 10 rating
Excellent
(7 reviews)
RATE CUT! Blue Pearl-near beach, screened porch, club, courtesy golf cart for 4.
Captiva, FL
7% off
Price is £2,061
£2,061
£294 per night
includes taxes & fees
Image gallery for Tropical Island Resort Nestled on the Gulf Coast of Southwest Florida

9.89.8 out of 10 rating
Exceptional
(26 reviews)
Tropical Island Resort Nestled on the Gulf Coast of Southwest Florida
Bokeelia, FL
7% off
Price is £1,664
£1,664
£238 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 £2,104
£2,104
£301 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 £2,681
£2,681
£383 per night
includes taxes & fees
Image gallery for Luxury Retreats at Boca Grande - Grande Canal

9.89.8 out of 10 rating
Exceptional
(18 reviews)
Luxury Retreats at Boca Grande - Grande Canal
Boca Grande, FL
8% off
Price is £6,457
£6,457
£922 per night
includes taxes & fees
Image gallery for Beach house a few steps from the beach!

9.49.4 out of 10 rating
Exceptional
(27 reviews)
Beach house a few steps from the beach!
Captiva, FL
7% off
Price is £4,294
£4,294
£613 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 £2,673
£2,673
£382 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
(79 reviews)
5 bedroom stunning home. Walking distance to town and the beach.
Boca Grande, FL
8% off
Price is £10,208
£10,208
£1,458 per night
includes taxes & fees
Image gallery for Oceanfront Luxury Home with Secluded Private Beach

9.89.8 out of 10 rating
Exceptional
(91 reviews)
Oceanfront Luxury Home with Secluded Private Beach
Captiva, FL
8% off
Price is £3,890
£3,890
£556 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 £2,712
£2,712
£387 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 £4,358
£4,358
£623 per night
includes taxes & fees
Image gallery for Open Breeze - Luxury Near Beach Home on Captiva

9.69.6 out of 10 rating
Exceptional
(14 reviews)
Open Breeze - Luxury Near Beach Home on Captiva
Captiva, FL
25% off
Price is £14,058
£14,058
£2,008 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
(82 reviews)
Blissfully Serene Palm Cottage In Town and 2 Blocks from Beach
Boca Grande, FL
15% off
Price is £5,847
£5,847
£835 per night
includes taxes & fees
Image gallery for Historic 1911 Cottage with Pool, 2 Blocks from Orange Sunsets on Beach and Town

1010 out of 10 rating
Exceptional
(193 reviews)
Historic 1911 Cottage with Pool, 2 Blocks from Orange Sunsets on Beach and Town
Boca Grande, FL
14% off
Price is £7,184
£7,184
£1,026 per night
includes taxes & fees
Image gallery for North Captiva Island Beach House/60 Second Walk to 4 Miles of Awesome Beaches

9.49.4 out of 10 rating
Exceptional
(72 reviews)
North Captiva Island Beach House/60 Second Walk to 4 Miles of Awesome Beaches
Captiva, FL
7% off
Price is £2,357
£2,357
£337 per night
includes taxes & fees
Image gallery for TARPON COVE - Coastal Luxury 2 Bedroom 2 Bathroom Island Home

1010 out of 10 rating
Exceptional
(48 reviews)
TARPON COVE - Coastal Luxury 2 Bedroom 2 Bathroom Island Home
Captiva, FL
14% off
Price is £2,834
£2,834
£405 per night
includes taxes & fees
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Find properties near top attractions in Cabbage Key
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Find the best place to stay - Cabbage Key
LUXURY ISLAND RENTAL/CLUB w/POOL, KAYAKS, 3BR PRIV BEACH ACCESS, BOAT DOCK AVAIL
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
The Clubhouse - Fish, Bike and Relax in this spacious Home with a Hot Tub
Sleeps 10 · 4 bedrooms · 3 bathrooms
9.29.2 out of 10
Wonderfulwonderful
5 reviews(5 reviews)
50’ of Dock for your boats. Hot tub, Boatlift, walk 2 restaurants Xtra parking.
Sleeps 10 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
32 reviews(32 reviews)
“BEACHFRONT” LUXURY ISLAND HOME. PRIVATE SWIM SPA~DOCK FISHING~GolfCart STUNNING
Sleeps 10 · 4 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Remember When, Old Florida Beach House
Sleeps 8 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
38 reviews(38 reviews)
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **
Sleeps 6 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
97 reviews(97 reviews)
Top rated rentals - Cabbage Key
Excellent home close to everything
1010 out of 10
Exceptionalexceptional
99 reviews(99 reviews)
Great property and host
1010 out of 10
Exceptionalexceptional
96 reviews(96 reviews)
Stunning house with wonderful pool
1010 out of 10
Exceptionalexceptional
143 reviews(143 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
- More for lessMore space, more privacy, more amenities — more value