65 Rentals: Captiva Island & North Captiva 5+ Bedrooms

Get help finding your rental: 941.900.4552

Captiva Updated Five Bedroom Villa Rental with Private Pool

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 14
5 Bedrooms
5 Bathrooms

Property #879104
Dates Available!
Average $1,591 per Night plus taxes and fees
941.900.4552
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A Rare Eight Bedroom Captiva Vacation Rental with Pool

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Platinum
Home/Villa
Pool
Max Occupancy: 20
8 Bedrooms
7 Bathrooms

Property #8331
Dates Available!
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941.900.4552
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Luxury Beachfront 5 Bedroom Captiva Vacation Rental Home

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 12
5 Bedrooms
4 Bathrooms

Property #876534
Dates Available!
Average $1,918 per Night plus taxes and fees
941.900.4552
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Captiva Luxury Seven Bedroom Vacation Rental - Private Pool

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 14
7 Bedrooms
5 Bathrooms

Property #876540
Dates Available!
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941.900.4552
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Captiva Luxury Rental with Five Bedrooms and Bay Views

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 12
5 Bedrooms
5 Bathrooms

Property #877496
Dates Available!
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941.900.4552
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Luxurious Gulf View Luxury Estate in Captiva Island

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 12
6 Bedrooms
6 Bathrooms

Property #894513
Dates Available!
Average $2,676 per Night plus taxes and fees
941.900.4552
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Number One Vacation Home on Captiva Island Sleeps 13 Guests

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 13
5 Bedrooms
5 Bathrooms

Property #881638
Dates Available!
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941.900.4552
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Captiva Vacation Rental: Beachfront Luxury Awaits

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 16
7 Bedrooms
6 Bathrooms

Property #892402
Dates Available!
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941.900.4552
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Captiva Island Beachfront Vacation Rental - Luxury 10-Bedroom Home with Pool

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 22
10 Bedrooms
8 Bathrooms

Property #894499
Dates Available!
Average $3,642 per Night plus taxes and fees
941.900.4552
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Gone with the Wind Beach to Bay Estate Main House & Guest Cottage

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Platinum
Home/Villa
Pool
Max Occupancy: 12
5 Bedrooms
4 Bathrooms

Property #896348
Dates Available!
Average $1,562 per Night plus taxes and fees
941.900.4552
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Stunning Captiva Vacation Retreat 7 Bedrooms Sleeps 16

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 16
7 Bedrooms
6 Bathrooms

Property #896994
Dates Available!
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941.900.4552
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Captiva Island Vacation Rental Luxury Beachfront Estate

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 18
7 Bedrooms
7 Bathrooms

Property #996713
Dates Available!
Average $6,966 per Night plus taxes and fees
941.900.4552
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Captiva Luxury 5 Bedroom Home Stunning Views Of The Gulf

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Platinum
Home/Villa
Pool
Max Occupancy: 10
5 Bedrooms
4 Bathrooms

Property #917763
Dates Available!
Average $5,011 per Night plus taxes and fees
941.900.4552
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Captiva Luxury Vacation Rental Home Seven Bedrooms

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 12
7 Bedrooms
5 Bathrooms

Property #921200
Dates Available!
Average $1,714 per Night plus taxes and fees
941.900.4552
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150 yards to the Beach Six Bedroom Luxury Vacation Home in Captiva

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 14
6 Bedrooms
6 Bathrooms

Property #924754
Dates Available!
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941.900.4552
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Magical Beachfront 6 Bedroom Mansion

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Platinum
Home/Villa
No Pool
Max Occupancy: 20
6 Bedrooms
4 Bathrooms

Property #960975
Dates Available!
Average $3,500 per Night plus taxes and fees
941.900.4552
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Captiva Island Luxury Rental with Pool, Dock & Beach Access

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 16
5 Bedrooms
4 Bathrooms

Property #989876
Dates Available!
Average $2,722 per Night plus taxes and fees
941.900.4552
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Bay to Gulf Luxury Five Bedroom Vacation Home with Pool

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 12
5 Bedrooms
5 Bathrooms

Property #1001799
Dates Available!
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941.900.4552
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Beachfront Vacation Rental in Captiva 7 Bedrooms Sleeps 16

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 16
7 Bedrooms
6 Bathrooms

Property #1003442
Dates Available!
Average $3,057 per Night plus taxes and fees
941.900.4552
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Luxury Captiva Island Vacation Rental with Pool, Hot Tub & Rooftop Deck Steps from the Beach

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Platinum
Home/Villa
Pool
Max Occupancy: 18
7 Bedrooms
6 Bathrooms

Property #1094555
Dates Available!
Average $2,193 per Night plus taxes and fees
941.900.4552
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Stunning Beachfront North Captiva Island

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 12
5 Bedrooms
4 Bathrooms

Property #1094848
Dates Available!
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941.900.4552
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Luxury Captiva Island Vacation Rental 5 Bedroom Beach Villa Pool Spa Near Captiva Village

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Platinum
Home/Villa
Pool & Hot Tub
Max Occupancy: 12
5 Bedrooms
4 Bathrooms

Property #1095615
Dates Available!
Average $1,038 per Night plus taxes and fees
941.900.4552
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Amazing Captiva Retreat Located Across the Street From Beach

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Gold
Home/Villa
Pool
Max Occupancy: 12
5 Bedrooms
5 Bathrooms

Property #879464
Dates Available!
Average $1,648 per Night plus taxes and fees
941.900.4552
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Charming Vacation Home in Captiva with Heated Pool Sleeps 10

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 10
6 Bedrooms
3 Bathrooms

Property #1000628
Dates Available!
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941.900.4552
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Five Bedroom Captiva Vacation Rental - 200ft from Beach!

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 12
5 Bedrooms
5 Bathrooms

Property #879089
Dates Available!
Average $1,608 per Night plus taxes and fees
941.900.4552
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North Captiva Beach Pool House with Five Bedrooms Sleeps 12

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 12
5 Bedrooms
5 Bathrooms

Property #879724
Dates Available!
Average $1,136 per Night plus taxes and fees
941.900.4552
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Luxury Captiva Island Vacation Rentals with Pool

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 10
5 Bedrooms
4 Bathrooms

Property #8161
Dates Available!
Average $725 per Night plus taxes and fees
941.900.4552
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Captiva Village Vacation Rental Pool Home Sleeps 12

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Gold
Home/Villa
Pool
Max Occupancy: 12
5 Bedrooms
5 Bathrooms

Property #8194
Dates Available!
Average $5,664 per Week plus taxes and fees
941.900.4552
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Beach Vacation Rental Home on Captiva Island with Pool

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 12
5 Bedrooms
4 Bathrooms

Property #8195
Dates Available!
Average $2,229 per Night plus taxes and fees
941.900.4552
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Four Bedroom Captiva Rental Sleeps 10 Guests

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 10
5 Bedrooms
5 Bathrooms

Property #8165
Dates Available!
Average $1,009 per Night plus taxes and fees
941.900.4552
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Captiva Vacation Rental Five Bedrooms 140ft to Beach

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 10
5 Bedrooms
3 Bathrooms

Property #8167
Dates Available!
Average $1,415 per Night plus taxes and fees
941.900.4552
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Captiva Island Five Bedroom Vacation Home Close to Beach

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 12
5 Bedrooms
4 Bathrooms

Property #8169
Dates Available!
Average $1,241 per Night plus taxes and fees
941.900.4552
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Beachfront Vacation Rental Home on Captiva Island Florida

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 12
5 Bedrooms
5 Bathrooms

Property #888750
Dates Available!
Call for Rates
941.900.4552
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Captiva Beach Vacation Home with Guest House and Pool

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 14
5 Bedrooms
4 Bathrooms

Property #8431
Dates Available!
Average $2,669 per Night plus taxes and fees
941.900.4552
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Captiva Island Vacation Rental Luxury Captiva Vacation Home with Pool & Cottage

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 14
6 Bedrooms
5 Bathrooms

Property #8444
Dates Available!
Average $1,522 per Night plus taxes and fees
941.900.4552
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Exquisite Spanish-Styled Villa in the Heart of Captiva Island

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 13
5 Bedrooms
4 Bathrooms

Property #876556
Dates Available!
Call for Rates
941.900.4552
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Luxury Seven Bedroom Rental Home with Pool - Sleeps 14!

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 14
7 Bedrooms
7 Bathrooms

Property #876823
Dates Available!
Average $2,270 per Night plus taxes and fees
941.900.4552
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5 Bedroom Captiva Vacation Rental Home with Pool

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Gold
Home/Villa
Pool
Max Occupancy: 10
5 Bedrooms
6 Bathrooms

Property #879840
Dates Available!
Average $1,149 per Night plus taxes and fees
941.900.4552
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Luxury Captiva Island Vacation Rental with Private Pool, Hot Tub & Outdoor Kitchen

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 16
7 Bedrooms
7 Bathrooms

Property #881552
Dates Available!
Call for Rates
941.900.4552
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Luxury Captiva Five Bedroom Vacation Rental With Pool

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Gold
Home/Villa
Pool
Max Occupancy: 10
5 Bedrooms
4 Bathrooms

Property #886485
Dates Available!
Average $641 per Night plus taxes and fees
941.900.4552
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Luxury Captiva Vacation Rental Homes Sleeps 14 Private Pool

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 14
6 Bedrooms
6 Bathrooms

Property #888712
Dates Available!
Average $1,290 per Night plus taxes and fees
941.900.4552
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Captiva Island 5 Bedroom Rental Sleeps 14 with Private Pool

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 14
5 Bedrooms
5 Bathrooms

Property #888924
Dates Available!
Average $1,281 per Night plus taxes and fees
941.900.4552
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Captiva Island Luxury 5 Bedroom Pool Home Walk To Beach

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 16
5 Bedrooms
4 Bathrooms

Property #895421
Dates Available!
Call for Rates
941.900.4552
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Luxury Captiva 5 Bedroom Home with Game Room and Club Access

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 12
5 Bedrooms
4 Bathrooms

Property #896331
Dates Available!
Call for Rates
941.900.4552
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North Captiva 5 Bedroom Beach Vacation Homes Sleeps 9 Guests

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Gold
Home/Villa
No Pool
Max Occupancy: 9
5 Bedrooms
3 Bathrooms

Property #901112
Dates Available!
Average $1,576 per Night plus taxes and fees
941.900.4552
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Captiva Island Luxury Vacation Rental Home Five Bedrooms

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 10
5 Bedrooms
4 Bathrooms

Property #907396
Dates Available!
Average $1,257 per Night plus taxes and fees
941.900.4552
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Captiva Five Bedroom Vacation Home with Pool and Boat Dock

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Gold
Home/Villa
Pool
Max Occupancy: 12
5 Bedrooms
4 Bathrooms

Property #1001259
Dates Available!
Call for Rates
941.900.4552
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Captiva Island Luxury Vacation Rental Home Five Bedrooms

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 11
5 Bedrooms
5 Bathrooms

Property #921872
Dates Available!
Average $2,700 per Night plus taxes and fees
941.900.4552
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Captiva Island Luxury Vacation Rental Home Five Bedrooms

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Gold
Home/Villa
No Pool
Max Occupancy: 12
5 Bedrooms
4 Bathrooms

Property #926737
Dates Available!
Average $3,260 per Night plus taxes and fees
941.900.4552
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Beach Estate Main House & Cottage Six Bedrooms

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 16
6 Bedrooms
4 Bathrooms

Property #928179
Dates Available!
Average $1,575 per Night plus taxes and fees
941.900.4552
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Family Home with Private Pool Sleeps 12 Guests in Captiva

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Gold
Home/Villa
Pool
Max Occupancy: 12
5 Bedrooms
4 Bathrooms

Property #929442
Dates Available!
Average $1,502 per Night plus taxes and fees
941.900.4552
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Tropical Island Retreat with Breathtaking Gulf Views on North Captiva Island

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 10
5 Bedrooms
3 Bathrooms

Property #953226
Dates Available!
Call for Rates
941.900.4552
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Gorgeous Captiva Vacation Home With Private Pool & Hot Tub

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 12
5 Bedrooms
5 Bathrooms

Property #991680
Dates Available!
Call for Rates
941.900.4552
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Captiva Island Coastal Escape - Steps to the Beach

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 14
5 Bedrooms
5 Bathrooms

Property #1005258
Dates Available!
Call for Rates
941.900.4552
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Captiva Island 6 Bedroom Pool Home Elevator & Walk To Beach

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 16
6 Bedrooms
6 Bathrooms

Property #1005599
Dates Available!
Average $1,658 per Night plus taxes and fees
941.900.4552
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North Captiva Island Luxury Vacation Rental Captiva Beach Vacation Home with Pool & Gulf Views

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 14
6 Bedrooms
5 Bathrooms

Property #1008731
Dates Available!
Call for Rates
941.900.4552
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Captiva Island Vacation Rental with 6 Bedrooms & Pool Deeded Beach Access 4 Min Stroll Away

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Gold
Home/Villa
Pool
Max Occupancy: 12
6 Bedrooms
5 Bathrooms

Property #1082608
Dates Available!
Average $2,584 per Night plus taxes and fees
941.900.4552
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Luxury Captiva Island Vacation Rental - Gulf Coast Bayfront Villa

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Gold
Home/Villa
Pool
Max Occupancy: 10
5 Bedrooms
5 Bathrooms

Property #1089872
Dates Available!
Call for Rates
941.900.4552
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Luxury Beachfront Getaway on Pine Island Sound

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Gold
Home/Villa
Pool & Hot Tub
Max Occupancy: 19
6 Bedrooms
5 Bathrooms

Property #1094787
Dates Available!
Average $5,287 per Night plus taxes and fees
941.900.4552
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Luxury North Captiva Beachfront Estate - 5 Bedroom Private Pool Rental

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Gold
Home/Villa
Pool
Max Occupancy: 12
5 Bedrooms
5 Bathrooms

Property #1094847
Dates Available!
Average $2,113 per Night plus taxes and fees
941.900.4552
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Charming Captiva Island Retreat Just Steps from the Beach

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Silver
Home/Villa
Pool
Max Occupancy: 10
5 Bedrooms
4 Bathrooms

Property #879088
Dates Available!
Average $978 per Night plus taxes and fees
941.900.4552
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North Captiva Four Bedroom Vacation Rental Gulf Views

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Silver
Home/Villa
Pool & Hot Tub
Max Occupancy: 12
5 Bedrooms
4 Bathrooms

Property #879725
Dates Available!
Average $1,494 per Night plus taxes and fees
941.900.4552
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Five Bedroom Vacation Rental on Captiva- Sleeps 10

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Silver
Home/Villa
Pool
Max Occupancy: 10
5 Bedrooms
4 Bathrooms

Property #8183
Dates Available!
Average $4,495 per Week plus taxes and fees
941.900.4552
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Captiva Luxury Vacation Rental Home Six Bedrooms

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Silver
Home/Villa
Pool
Max Occupancy: 24
6 Bedrooms
Bathrooms

Property #929595
Dates Available!
Average $2,315 per Night plus taxes and fees
941.900.4552
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Great 5 Bedroom Vacation Home Sleeps 12 Guests Private Pool

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Silver
Home/Villa
Pool
Max Occupancy: 12
5 Bedrooms
3 Bathrooms

Property #938114
Dates Available!
Call for Rates
941.900.4552
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