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

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.

South Seas Full Resort Access Bayside Villa 1BR
Tucked within the Bayside area, these villas offer an island escape just a short walk from the Gulf shoreline, and The Shops at South Seas. Each features a king bedroom, a living area with sleeper sofa, a full kitchen, and a private screened balcony, providing space and comfort for up to four guests to relax and recharge. Guests of these villas have access to Club Captiva amenities, allowing your group to experience resort conveniences and activities exclusive to South Seas guests and owners.

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

5136 Bayside Villas, Captiva Island
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.

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.

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!

Gulf Water Views + 2 bikes, beach gear weekly stay
Beachfront & Gulf Water Views at Estero Beach & Tennis Club 206C Wake up to unobstructed Gulf views in this 5-star Fort Myers Beach condo! Enjoy early check-in, no checkout chores, and every comfort—from a king GhostBed, full kitchen with dishwasher, free high-speed WiFi, heated pool, tennis/pickleball courts, BBQ grills, free parking, and stocked beach gear. Steps from the sand with sunsets you’ll never forget.

South Seas Captiva Getaway
Sun drenched two bedroom unit. Located on the top floor with amazing views of the beach. One bedroom has a king bed and the other room with 2 single beds. Full kitchen and 2 bathrooms. Unit has everything that you and your family need. There is a pool with barbecue area and washer/dryer. The beach is beautiful with white sand and plenty of seashells to collect on your walks.

Casa Bonita - Relax @ The Beach (Newly Remodeled)
Beach within steps of this beautifully remodeled condo! DOC's restaurant & jet ski rentals, directly across the street. Beach gear available along with a cart to transport. Luxurious king size bed with extra plush mattress topper. Queen size sofa bed. Our studio will sleep up to 3 people (2 adults, 1 child) Newly refurbished pools opened April 2nd 2025.

Rare walkout condo on Sanibel beach
READY FOR YOUR SANIBEL VACATION! Everything you need in this recently updated, comfortable 2 bedroom, 2 bath condo on beautiful Sanibel Island, Breakers West Unit A-6. Rare ground floor location; private walk-out patio leaves you just steps to the pool and less than a 2 minute walk to the world famous Sanibel beach on the Gulf of Mexico.

Captiva Bayside Villas 1 Bedroom 2 Bath - sleep 4
Beautiful Condo 1 Bed 2 Baths in Captiva Island. Beautiful Bayside Villa unit overlooking the marina. Walking distance to Captiva Village. 1 Bedroom with King bed and ensuite bathroom. One Murphy Queen bed in the living room. 2nd bath. The beach, and Bayside heated pool and spa are open and available to guests. Smart TVs, Wi-Fi included.
Popular amenities for rentals with a pool near Captiva Island
House rentals with a pool

Paradise Found! - 3/2 Pool Home

Modern Captiva Retreat I Pool/Spa I Prime Location

Private Home and Heated Pool on Virginia Ave

Golf Cart|Pool|Paddleboards|PingPong|Volleyball|

" Here Comes The Fun" Absolutely Magnificent! Home

Grace by The Sea · 2025 Build · Steps to Beach

Beach Paradise: Oceanfront, Sleeps 10, Pool, Games

Heated Pool, Golf Cart, Pickleball& Close to Beach
Condo rentals with a pool

Sally’s Seaside Escape – Walk to Beach + Views

South Seas Serenity Luxury Beach Condo

Serene Ocean View Escape at Sundial Resort

Captiva Sweet Retreat at Bayside Villas

Spectacular Sanibel condo near beach with pool

Seaside 302 - Beachfront 2BR/2BA - Solmate on FMB

View of Gulf, Steps to Beach@The Turquoise Turtle

Sundial G406 - Brand New w/Beautiful Beach Views
Other holiday rentals with a pool

south seas beach cottage 1411

Caper Beach Club Penthouse 2 - Gulf View

Captiva Hideaway on Old Lodge Lane

Gumbo Limbo North Captiva

Sunrise-Waterfront Cottage

Pointe Santo E4

Seabreeze Sanctuary

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 $217 NZD 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, 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
- Serviced apartment rentals Captiva Island
- Luxury rentals Captiva Island
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- Rentals with outdoor seating Captiva Island
- Family-friendly rentals Captiva Island
- Rentals with a patio Captiva Island
- Beachfront rentals Captiva Island
- Rentals with a washing machine and dryer Captiva Island
- Waterfront rentals Captiva Island
- Rentals with beach access Captiva Island
- Rentals with a hot tub Captiva Island
- Pet-friendly rentals Captiva Island
- Condo 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
- Stump Pass Beach State Park
- Clam Pass Park
- Bonita National Golf & Country Club
- Tigertail Beach
- Heritage Bay Golf & Country Club
- Blind Pass Beach
- South Jetty Beach
- North Jetty Beach
- Edison & Ford Winter Estates
- Del Tura Golf & Country Club
- Esplanade Golf & Country Club of Naples
- Boca Grande Pass
- Bunche Beach
- Delnor-Wiggins Pass State Park
- Talis Park Golf Club
- Stonebridge Country Club
- Jetblue Park
- Florida Gulf Coast University
- Manatee Park




