
Home rentals with a pool near Captiva Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool near Captiva Island
Guests agree: these stays are highly rated for location, cleanliness and more.

Gumbo Limbo North Captiva
Located on North Captiva, in Safety Harbor Club, this comfortable home is conveniently located near beaches, pools, & boat docks. Nestled among native palms, Gumbo Limbo has a wildlife-friendly, private setting you will love. Beautiful beaches & refreshing pools are a short walk or 2 minutes by golf cart (included). The island has over 5 miles of pristine sandy beaches to explore. 3 large pools, tennis & pickle ball courts, sea kayaks, bicycles & private beach access are available to guests.

Beachfront | Pvt Fishing Dock, Shelling, Sunrises
šļøLatitude Adjustment on North Captiva šØāš©āš¦Family Friendly šļøPrivate Beachfront š£Private Fishing Dock w/ Lights for night fishing, best fishing spot! Loaded w/ Snook,Redfish,Trout,Sheepshead &more šāāļøIsland Club Membership (pools,kayaks,basketball) šÆ4-bedroom, 4.5-bath comfortably sleeps 10 āļø2,600 sqft under a/c, 1,400 sqft decking overlooking water šOwner available from booking-checkout š©āāļøProf Managed- Luggage/Grocery Serv š»Golf Cart Included šHigh Speed Wifi Contact us today!

" Here Comes The Fun" Absolutely Magnificent! Home
HERE COMES THE FUN! Doo-d-Doo-Doo FUN FUN FUN HERE IT COMES! No detailed has been missed. This is truly a luxury home. HERE COMES THE FUN is a single story 3-bedroom, 3.5 bathroom home. Finished in early 2020 it was built on 2.5 lots or on one half acre of sand. Its location is only a 3.5-minute walk on a white sand path-like road past just 4 houses to the largest beach on the island. There is public access and golf cart parking available there and that isnāt always the case on other streets.

100+ 5 Star Reviews and Right on The Beach!
We are a Superhost for a reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Cooks kitchen. Amazing views of the Gulf w/5 star ratings! 3-day min. New hurricane windows, nicely furnished with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1:King bed ensuite, smart TV. BR 2: 2 tw. beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow sm. dog.

Blue Laguna - Vacation in paradise!
This bright, fully equipped welcoming threeāstory home features a private heated pool and a rooftop observation deck with stunning 360ādegree water views. It offers three comfortable bedrooms and three full bathrooms for up to six guests, plus two screened lanais where you can relax in the island breeze and listen to the birds. A fourāseater golf cart is included, so you can easily explore the beaches and sandy paths of beautiful North Captiva Island. Also full access to Island Club amenities!

Newly Remodeled Home with Pool Steps to the Beach!
š” Laika House ā Newly Remodeled Private Pool Home Steps from the Beach! šļø š EXCITING NEW REMODEL! š Welcome to Laika House, a charming private pool home just steps from Captivaās white sandy beaches! Located on quiet Laika Lane with no public parking and minimal traffic, this home offers the perfect blend of privacy and convenience. Walk to Captiva Villageās unique shops, top-rated restaurants, and vibrant attractions while enjoying a peaceful retreat surrounded by tropical landscaping.

Steps to Beach Captiva Includes CLUB & Golfcart
BOOKING SUMMER 2026 HOST PAYS AIRBNB FEE ! SPECIAL Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and proximity/ steps to the beach

2/2 SandDollars, CLUB, Boat Slip
āSand Dollarsāāa 2 bed, 2 bath beach house on North Captiva, a private island only accessible by boat. A quick 30 minute trip from Pine Island, North Captiva is a golf cart only island (thatās right, no cars!) that has the best beaches and shelling in the area. Sand Dollars is located one block in from the beach (200 steps). Sand Dollars has a Island Club membership with access to 2 swimming pools, paddle boards, kayaks. BYOBābring your own boat and park at our boat slip (extra fee).

JUNE DISCOUNT*Golf Cart|Pool|Paddleboards|PingPong
We cover your Airbnb service fee! Welcome to Pirates Captiva, your private oasis! This spacious home sleeps 10 and features a heated pool with a poolside outdoor kitchen and grill. Explore the island with your complimentary golf cart, then relax surrounded by tropical beauty. get a game going on our volleyball court or explore on our paddleboards. Known for world-class fishing, beaches, and laid-back island living, this retreat is perfect for families seeking adventure and relaxation.

Ocean View, Heated Pool, Pickleball +Walk to Beach
ā¤We have OVER EIGHTY 5ā Reviews...Book with Confidence⤠ā 2 Story, 2,115 Sq Ft Home w/ 2 Patios ā Views of the Ocean on 2 sides ā 5 Min Walk to Nearly Private Beach ā Sleeps 8 - (2 Kings, 2 Twins, Sofa Bed) - 3 Bathrooms ā Fast Wifi, Keurig, & Smart TVs ā Access to Heated Pool, Hot Tub & Pickleball ā Pack N Play + Board Games ā Experienced Hosts - (easy check-in, clear communication, clean home) You deserve to see some legendary Captiva Sunrises & Sunsets at least once in your life!

Fredrickson's Corner
Fredricksonās Corner is newly renovated (2023) and oozes old school captiva cottage charm! Home is steps to Captivaās world famous beaches and Village and features 3 bedrooms / 2 baths. Our beach house is tastefully decorated with modern finishes and touches. With vaulted ceilings and numerous windows the sun shines bright. The master suite is large and spacious and the guest rooms offer plenty of comfort for family and guests. Pool and hot tub get amazing sun all day!

Stunning Bayside Villa w/ Enclosed Lanai, Sleeps 6
This beautiful residence is a newly renovated Bayside Villa located on sunny Captiva Island! Apart from the high-end furniture and flawless renovation, it is one of just a few rental units in this community featuring an enclosed lanai overlooking the marina and a Murphy bed in the living room, granting guests additional square feet of living space and sleeping capacity of up to 6 guests.
Popular amenities for rentals with a pool near Captiva Island
House rentals with a pool

Seashell Escape: Heated Poolā¢Golf Cartā¢Poolā¢Truste

Modern Captiva Retreat I Pool/Spa I Prime Location

Kaztiva ā Captiva Home

Panoramic Ocean Views, Sleeps 10, Heated Pool

Saltwater&Sunsets Await You | Beach & Club Pools

Sanibel Beachfront Condo | Shelling Paradise

NamaStay - Luxury 4BR w Private Heated Pool

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Apartment rentals with a pool

Rare walkout condo on Sanibel beach

Captiva Beach Villa On The Gulf Beach !

Serene Ocean View Escape at Sundial Resort

Beachfront Escape w/ Sunset Views, Pool & Hot Tub

Pointe Santo of Sanibel Unit D32

2/2 ocean view condo Sanibel - Sandalfoot 3C2

South Sea Serenity II Coastal Luxury Beach Condo

View of Gulf, Steps to Beach@The Turquoise Turtle
Other holiday rentals with a pool

Amazing Captiva Bayside Villa

Beach cottage 1411

Sanibel on the Canal

1 minute to Beach & Heated Pool, SH Club, G-Cart

5136 Bayside Villas, Captiva Island

Sunrise-Waterfront Cottage

Turtle Trax

Villa Sunset Serenade II
Quick stats about rentals with a pool near Captiva Island

Total holiday rentals
Explore 250 holiday rentals in Captiva Island

Nightly prices starting at
Captiva Island holiday rentals start at ā¬Ā 111 per night before taxes and fees

Verified guest reviews
Over 3,360 verified reviews to help you choose

Family-friendly holiday rentals
190 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wifi availability
240 of Captiva Island holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Captiva Island rentals

4.8 Average rating
Captiva Island stays are highly rated by guests ā averaging 4.8 out of 5!
Destinations to explore
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