Vacation Condo Rentals By Owner In Captiva, FL

Showing 560 Of 665 Vacation Rentals

Exceptional(1)

$518.02

/ Nightly

Apartment

Island Retreat | One Bedroom Beach Villa | Parking, Kids Pool w/ Water Slides

Captiva, Florida, United States

Bed

Bath

Sleeps

Exceptional(2)

$1550.52

/ Nightly

Apartment

Perfect Getaway! 2 Spacious Units, Free Parking, Restaurants, Pools, Waterslides

Captiva, Florida, United States

Bed

Bath

Sleeps

Exceptional(1)

$885.48

/ Nightly

Apartment

2 Family Villas | Beach, Pool Onsite, Access to All Resort Amenities

Captiva, Florida, United States

Bed

Bath

Sleeps

Exceptional(28)

$894.91

/ Nightly

Private Vacation Home

Renovated 5BR 5BA Island Home - Sleeps 16, 2 Golf Carts - Walk to Beach + Pool

Captiva, Florida, United States

Bed

Bath

Sleeps

Exceptional(33)

$390.34

/ Nightly

Private Vacation Home

Quiet, clean townhouse. Relaxing winner. Harbor view, short Gulf walk…

Captiva, Florida, United States

Bed

Bath

Sleeps

$4594.7

/ Nightly

Private Vacation Home

Mangrove Manor - Beach Front w Pool, Golf Carts & Boat Dock

Captiva, Florida, United States

Bed

Bath

Sleeps

$989.38

/ Nightly

Private Vacation Home

No Plans III. Spectacular Sunsets. Private multilevel designer home with heated pool and spa

Captiva, Florida, United States

Bed

Bath

$620.51

/ Nightly

Private Vacation Home

☀️ Osprey`s Nest | Relaxing Coastal Pool Retreat | Sunset Cruise & Ferry Travel Included

Captiva, Florida, United States

Bath

Sleeps

$751.64

/ Nightly

Private Vacation Home

Smugglers Hideaway - Private Pool & Hot Tub

Captiva, Florida, United States

Bed

Bath

Sleeps

Exceptional(18)

$409.42

/ Nightly

Cottage

Cozy and Private our island home on North Captiva is the perfect escape

Captiva, Florida, United States

Bed

Bath

Sleeps

Exceptional(47)

$8029.25

/ Nightly

Private Vacation Home

SeaOatsCaptivaIsland: Private Waterfront Estate, Beach, Pool, Dock & Pickleball

Captiva, Florida, United States

Bed

Bath

Sleeps

Exceptional(37)

$1757.8

/ Nightly

Private Vacation Home

2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK!

Captiva Island, Florida, United States

Bed

Bath

Sleeps

$3311.35

/ Nightly

Private Vacation Home

Beachfront Paradise - Directly On The Beach!

Captiva, Florida, United States

Bed

Bath

Sleeps

Exceptional(31)

$807.45

/ Nightly

Private Vacation Home

4 King Suites - Private Pool + Spa - 2 Carts - Easy Island Escape

North Captiva, Florida, United States

Bed

Bath

Sleeps

Exceptional(21)

$737.93

/ Nightly

Private Vacation Home

Fantastic Island Getaway at Sunset Captiva 48

Captiva, Florida, United States

Bed

Bath

Sleeps

Exceptional(110)

$379.74

/ Nightly

Private Vacation Home

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

North Captiva, Florida, United States

Bed

Bath

Sleeps

Exceptional(61)

$1058.49

/ Nightly

Private Vacation Home

Luxury Home w/ Waterfall Pool/Hot Tub-Walk to Andy Rosse

Captiva, Florida, United States

Bed

Bath

Sleeps

Exceptional(2)

$2080.31

/ Nightly

Private Vacation Home

Come Together-consist of 2 Homes4 Golf Carts2 pool

Captiva, Florida, United States

Bed

Bath

Sleeps

Exceptional(17)

$948.53

/ Nightly

Private Vacation Home

Island Retreat - Private Pool, 2 Golf Carts, Boat Slip, Walk to the Beach

Captiva, Florida, United States

Bed

Bath

Sleeps

Exceptional(14)

$1530.76

/ Nightly

Private Vacation Home

Beachfront 3-Bedroom Oasis on North Captiva Island

Captiva, Florida, United States

Bed

Bath

Sleeps

Rent a place that suits your needs

Condo

View 60 Condo

Private vacation home

View 249 Private vacation home

Most popular vacation rentals in Captiva

Exceptional(14)

$785.10

/ Nightly

Private vacation home

Casa Captiva - Ground Level 5 BR Luxe Villa with Grotto Pool, Steps to Beach

Captiva, Florida, United States

Bed

Bath

Sleeps

Exceptional(14)

$812.86

/ Nightly

Private vacation home

Car-Free Island Escape | Pool, Spa + Golf Cart

Captiva, Florida, United States

Bed

Bath

Sleeps

Exceptional(14)

$808.23

/ Nightly

Private vacation home

Beachfront Secluded Sunset Sanctuary with Panoramic Views

Captiva, Florida, United States

Bed

Bath

Sleeps

Exceptional(14)

$808.04

/ Nightly

Private vacation home

Chateau Blanc Beautiful Captiva Beachfront Home Pet friendly ,

Captiva Island, Florida, United States

Bed

Bath

Sleeps

Exceptional(14)

$807.45

/ Nightly

Private vacation home

4 King Suites - Private Pool + Spa - 2 Carts - Easy Island Escape

North Captiva, Florida, United States

Bed

Bath

Sleeps

Exceptional(14)

$801.38

/ Nightly

Private vacation home

SeaStar North Captiva, Private Pool, Near Beach

Captiva, Florida, United States

Bed

Bath

Sleeps

Exceptional(14)

$788.45

/ Nightly

Private vacation home

Private & Spacious [2300sqft] home w/Pool,Hot Tub,Golf Cart, Pet Friendly & Club

Captiva, Florida, United States

Bed

Bath

Sleeps

Exceptional(14)

$752.13

/ Nightly

Private vacation home

Casa Blanca: Elegant Beachfront Oasis w/ Golf Cart, Kayaks, and more!

North Captiva, Florida, United States

Bed

Bath

Sleeps

Exceptional(14)

$763.01

/ Nightly

Private vacation home

4-bedroom Screened in Pool House with Bar! Golf Carts, Roof Top, and Amenities!

North Captiva Island, Florida, United States

Bed

Bath

Sleeps

Exceptional(14)

$768.61

/ Nightly

Private vacation home

Treetop getaway on a secluded Island with gulf coast beaches

Captiva, Florida, United States

Bed

Bath

Sleeps

Vacation Condo Rentals By Owner In Captiva, FL

$518.02

$1550.52

$885.48

$894.91

$390.34

$4594.7

$989.38

$620.51

$751.64

$409.42

$8029.25

$1757.8

$3311.35

$807.45

$737.93

$379.74

$1058.49

$2080.31

$948.53

$1530.76

Rent a place that suits your needs

Most popular vacation rentals in Captiva

$785.10

$812.86

$808.23

$808.04

$807.45

$801.38

$788.45

$752.13

$763.01

$768.61

Most Popular Cities in Florida