
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.

Luxury BeachFront~Fishing Dock~Swim Spa~Shelling~
A Luxury BeachFront home for comfort & elegance, Paraíso features 2 ground-level bedrooms for easy access and 2 separate upstairs bedrooms in the main part of the house, the perfect blend of privacy and togetherness. Equipped kitchen with indoor and outdoor seating. Arrive by ferry & stay in pure island luxury. ✔ 1 King Bed~2 Full Beds~2 Bunk Beds~1 Queen Bed ✔ Heated beachfront swim spa ✔ Private fishing dock ✔ Outdoor BBQ kitchen &dining ✔ping pong, & indoor/outdoor games ✔ Washer/dryer, Wifi

Beachfront North Captiva | Rooftop Deck | Hot Tub
No bridges. No cars. No crowds. Stella Maris sits directly on the Gulf on North Captiva — a private barrier island reachable only by boat. Step off your deck onto white sand. Watch dolphins from your 360° rooftop deck at sunset. 3 bedrooms, each with private en-suite bath. Cathedral ceilings, gourmet kitchen, formal dining with Gulf views, stone fireplace, hot tub, and included golf cart. Dual club access — Safety Harbor Club included; optional Island Club for pools, kayaks, bikes, and pool bar.

Boater’s Paradise-Stunning Sunsets! Games Room!
Renovated lanai! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy stunning sunsets under the tiki hut.

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

Sea U Soon - Luxury Villa with Heated Pool
Welcome to Sea U Soon- An exceptional residence that exudes quintessential Captiva charm with a decidedly modern flare, featuring handcrafted interior design, a lush outdoor landscape with built in kitchen and heated pool, and a true chef's kitchen with custom banquet. Location, location - with soaring gulf and bay views from the rooftop sundeck, and just steps to white sand beaches, shopping and dining, guests will find themselves perfectly positioned to enjoy all that Captiva has to offer.

Steps to Beach Captiva Includes CLUB & Golfcart
HOST PAYS AIRBNB FEE WINTER SPECIALS 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 unbeatable proximity to the beach STAY WITH US

Amazing Captiva Bayside Villa
Experience the nicest remodeled & decorated coastal 1-bedroom 2-bathroom villa on Captiva! Designed for ultimate relaxation with great bayside water views, all within the South Seas gated community. The villa has a spacious bedroom with a luxurious king bed, living room with a pull-out sleeper sofa, to accommodate guests. Enjoy the scenic bay views and wake-up every morning to amazing sunrises! Walk to the pristine beach and explore fine dining and shops just outside the resort gates

Modern Captiva Retreat I Pool/Spa I Prime Location
Escape to "Happy Daze," a luxurious retreat in Captiva Village, just steps from pristine beaches, shops, and dining. Recently refreshed, this 5-bedroom, 5.5-bathroom home features a modern design, elegant finishes, and a warm ambiance, perfect for families and groups. Enjoy a private outdoor space with a kitchen, BBQ, pool/heated spa, ping pong, and pool table. Inside, find 10 TVs, beach gear, and high-speed Wi-Fi. Occupancy: 12 Guests Parking: 4 Spots No Pets Allowed Beds: K/Q/Q/F/T/T/T/T

Blue Laguna - Vacation in paradise!
Beautiful and welcoming are just two words to describe this magnificent, 4 story home with heated private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths allowing this home to sleep up to 6 people. Two screened in lanai's so you can sit and enjoy the island breeze and leave the sliding doors open for a true island nature experience during the colder seasons. A golf cart for 4 persons is also included in the rental.

South Seas Resort Beach Villa 🌴 On The Beach !
South Seas Beach Villa 2527 is located directly on the beach. The beautiful sunsets over the Gulf of Mexico, along with the condo pool can be viewed from the private lanai. This updated unit has one king size bed located in the bedroom and pull out queen size sleeper sofa. The kitchen is fully stocked, there is an inside and outside dining table. You will have access to the beach, pool, pickleball, tennis courts, beach chairs & towels and BBQ grills located in the front of the unit.

Captiva Sweet Retreat at Bayside Villas
Captiva Paradise. Privately owned premier corner location one-bedroom, two bath Bayside Villa with beautiful lanai view of the marina and pool. Step outside for a Short walk to the fabulous beach and village of Captiva. Enjoy mesmerizing sunsets, beach walks and large pool. Open floor plan with spacious living, dining area, large waterfront lanai, kitchen with breakfast island and roomy bedroom with ensuite bathroom. See other things to note for resort access info.

Coastal Chic Island Escape
Just 150 yards from Sanibel's peaceful beach, our home offers unmatched luxury: direct beach access, a heated saltwater pool, private pickleball/tennis court, and sea-view dining. A king suite, additional king bedroom, playful bunk room, and separate apartment provide comfort for all. Perfect for those seeking a serene escape, our home is not suited for loud gatherings or parties. Please help us preserve the tranquility of this special place. 28-day minimum.
Popular amenities for rentals with a pool near Captiva Island
House rentals with a pool

Island Retreat Private Pool + Cart | Green Tortuga

Mangoes (Right Side)

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

Golf Cart|Pool|Paddleboards|PingPong|Volleyball|

Saltwater&Sunsets Await You | Beach & Club Pools

" Here Comes The Fun" Absolutely Magnificent! Home

Sanibel Beachfront Condo | Shelling Paradise

Fredrickson's Corner
Condo rentals with a pool

Sanibel Harbour Resort - 617: Private Beach

South Seas Serenity Luxury Beach Condo

Serene Ocean View Escape at Sundial Resort

Spectacular Sanibel condo near beach with pool

Steps to the beach Bikes & Beach Gear Weekly Stays

View of Gulf, Steps to Beach@The Turquoise Turtle

Amazing beach views - Sanibel - Sandalfoot 5C2

Captiva Bayside Villas 1 Bedroom 2 Bath - sleep 4
Other vacation rentals with a pool

Luxury Waterfront Home • Pool • Dock • Near Beach

AquaLux Smart Home

New Luxe Beachfrnt, Specatular Ocean Views + Club!

Gulf House with pool

5136 Bayside Villas, Captiva Island

2/2 SandDollars, CLUB, Boat Slip

Your Bayfront Getaway! 3 Bedroom / 3 Bath Villa &

Sea La Vie
Quick stats about rentals with a pool near Captiva Island

Total vacation rentals
Explore 240 vacation rentals in Captiva Island

Nightly prices starting at
Captiva Island vacation rentals start at $176 CAD per night before taxes and fees

Verified guest reviews
Over 2,960 verified reviews to help you choose

Family-friendly vacation rentals
180 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wifi availability
240 of Captiva Island vacation rentals include wifi access

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

4.7 Average rating
Captiva Island stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Family-friendly rentals Captiva Island
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- Pet-friendly rentals Captiva Island
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- Rentals with beach access Captiva Island
- Luxury rentals Captiva Island
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- Rentals with a washer and dryer Captiva Island
- Rentals with a hot tub Captiva Island
- Rentals with pools Lee County
- Rentals with pools Florida
- Rentals with pools United States
- Naples Beach
- Caspersen Beach
- Manasota Key Beach
- Lovers Key Beach
- Englewood Beach
- Stump Pass Beach State Park
- Clam Pass Park
- Tigertail Beach
- Bonita National Golf & Country Club
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- Blind Pass Beach
- North Jetty Beach
- South Jetty Beach
- Esplanade Golf & Country Club of Naples
- Del Tura Golf & Country Club
- Edison & Ford Winter Estates
- Boca Grande Pass
- Florida Gulf Coast University
- Stonebridge Country Club
- Bunche Beach
- Delnor-Wiggins Pass State Park
- Jetblue Park
- Talis Park Golf Club
- Bowman's Beach




