
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.

Right on the Beach with the Best Views and Rates!
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. Sustained min. damage from Hurricane Ian. 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.

South Seas Full Resort Access Beach Villa 1BR
Wake to the sound of waves and unwind into island time in these inviting beach villas on the south end of Captiva. Each offers a king bedroom, spacious l iving area with sleeper sofa, fully equipped kitchen, and screened balcony overlooking the Gulf, accommodating up to four guests in coastal comfort just steps from the sand. Guests of this villa have access to Club Captiva amenities, allowing your group to experience resort conveniences and activities exclusive to South Seas guests and owners.

Steps to the beach + 2 Bikes | Weekly Stays
Discover Loggerhead Cay 443, a luxury 2/2 Sanibel Island condo rental in a beachfront complex. This pristine coastal unit features a private lanai, a chef's kitchen, filter drinking water system, 2 bikes, king suite, and 2 full beds in the guest room. Enjoy direct Gulf beach access, heated pool (heated in winter), tennis/pickleball, BBQs, shelling stations, and biking trails w/2 bikes. Perfect for families, couples, or friends seeking shelling, sunsets, and the ultimate Sanibel vacation getaway.

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 upstairs bedrooms in the main part of the house, the perfect blend of privacy and togetherness. Equipped kitchen with indoor and outdoor seating areas. 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,

North Captiva Beachfront | 360° Views | Hot Tub
Stella Maris is a beachfront family retreat on North Captiva Island with rare dual club access—Safety Harbor Club included (pool, tennis), plus optional Island Club for pools and kayaks. Enjoy private beach access, panoramic Gulf views, and a 360° rooftop deck for sunrises, sunsets, and stargazing. Cathedral ceilings, gourmet kitchen, and formal dining with sunset views. All three bedrooms feature private en-suite baths. Relax in the hot tub and explore the island with your included golf cart.

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

5136 Bayside Villas, Captiva
Welcome to a paradise! Our newly renovated Villa offers a spacious bedroom with a luxurious king bed and a separate living room with a pull-out sleeper sofa, accommodating up to 4 guests. The condo has hot water and is fully equipped. Bring your swimsuit! Enjoy the scenic bay views and watch dolphins and manatees from your window. Walk to the pristine beach and explore fine dining and shops just outside the resort gates. Laundry facilities are conveniently located on the ground level.

Sundial E304: Gulf Front 3BR w/Stunning Ocean View
BRAND NEW - RIGHT ON THE BEACH! Enjoy stunning direct gulf-front views from nearly every room at this relaxing 3BR coastal retreat. This luxury residence was fully renovated to include a custom expanded kitchen, 2 gorgeous bathrooms, and washer & dryer. Top of the line coastal furnishings in every room. The large master bedroom offers spectacular gulf views & a full-size desk in case you need a quiet space to work. WiFi has been fully upgraded to make streaming and video a breeze.

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.

Waterfront - Bayside Villas Captiva
LOCATION, LOCATION, LOCATION! The 180 degree views from our screened in lanai are amazing! You get full views of the Bayside Marina, Pine Island Sound and the pool deck! This condo was recently renovated in June of 2025. Our place is privately owned so you still get access to the resort's beautiful public beach which is within walking distance across the road thru the Beach Villas path, the Bayside Villas pool and hot tub! We also provide beach chairs, an umbrella and a beach wagon!

Splendid Beach Villa Residence on Captiva
Indulge in luxury at 2325 Beach Villas, a recently renovated beachfront condominium in Captiva, Florida. This stunning property features high-end finishes, coastal decor, and is equipped with modern amenities including a fully renovated kitchen, and spacious bathrooms. Enjoy breathtaking Captiva sunsets from your private lanai, and make use of provided beach gear for a perfect day at the beach. Perfect for families seeking a luxurious and unforgettable vacation experience.

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.
Popular amenities for rentals with a pool near Captiva Island
House rentals with a pool

Waterview, Heated Pool & Spa FREE, Yacht Club

Paradise Found! - 3/2 Pool Home

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

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Fredrickson's Corner
Condo rentals with a pool

Oceanview Oasis on Bonita Beach Bld3 Floor5

Beach Sanctuary Condo

Beachfront @ Elevate in the Sun!

Rare walkout condo on Sanibel beach

Serene Ocean View Escape at Sundial Resort

Spectacular Sanibel condo near beach with pool

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

Amazing View of Sanibel Harbour

Just Beachy • Pool • 2 Kings+ • 3 Min to Beach

New Luxe Beachfrnt, Specatular Ocean Views + Club!

Captiva Hideaway on Old Lodge Lane

Gumbo Limbo North Captiva

Casita Salida del Sol-Waterfront

Immaculate Beachfront Sanctuary!
Quick stats about rentals with a pool near Captiva Island

Total holiday rentals
Explore 240 holiday rentals in Captiva Island

Nightly prices starting at
Captiva Island holiday rentals start at $190 AUD per night before taxes and fees

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

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
240 of Captiva Island holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Pet-friendly rentals Captiva Island
- Rentals with a hot tub Captiva Island
- Serviced apartment rentals Captiva Island
- Rentals with a patio Captiva Island
- Beachfront rentals Captiva Island
- Rentals with beach access Captiva Island
- Condo rentals Captiva Island
- Luxury rentals Captiva Island
- House rentals Captiva Island
- Rentals with outdoor seating Captiva Island
- Rentals with a washing machine and dryer Captiva Island
- Waterfront rentals Captiva Island
- Fitness-friendly rentals 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
- Clam Pass Park
- Stump Pass Beach State Park
- Tigertail Beach
- Heritage Bay Golf & Country Club
- Bonita National Golf & Country Club
- Blind Pass Beach
- South Jetty Beach
- Esplanade Golf & Country Club of Naples
- North Jetty Beach
- Boca Grande Pass
- Bunche Beach
- Edison & Ford Winter Estates
- Del Tura Golf & Country Club
- Talis Park Golf Club
- Warm Mineral Springs Park
- Delnor-Wiggins Pass State Park
- Stonebridge Country Club
- Manatee Park
- Coral Oaks Golf Course




