Vacation rentals with a pool in Captiva

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.

Blue Laguna - Vacation in paradise!

This bright, fully equipped welcoming three‑story home features a private heated pool and a rooftop observation deck with stunning 360‑degree 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 four‑seater 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!

🏡 Laika House – Newly Remodeled Private Pool Home Steps from the Beach! 🏖️ 🌟 EXCITING NEW REMODEL! 🌟 Welcome to Laika House, a charming private pool home just steps from Captiva’s 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 Village’s unique shops, top-rated restaurants, and vibrant attractions while enjoying a peaceful retreat surrounded by tropical landscaping.

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

Sanibel Beachfront Condo | Shelling Paradise

Beachfront 2BR/2BA condo on beautiful Sanibel Island, famous for world-class shelling and sunsets. Enjoy Gulf views from the living room and master bedroom. Includes a fully equipped kitchen, open living area with sleeper sofa. Full size washer and dryer are in the unit. The Pool and tennis court are currently under construction Free parking and direct beach access. Perfect for families, couples, or friends looking to relax, explore, and experience the natural beauty of Sanibel Island.

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.

Ocean View, Heated Pool, Pickleball +Walk to Beach

❤We have OVER EIGHTY 5★ Reviews...Book with Confidence❤ ★ 2 Story, 2,115 Sq Ft Home w/ 2 Patios ★ Views of the Ocean on 2 sides ★ 5 Min Walk to Nearly Private Beach ★ Sleeps 8 - (2 Kings, 2 Twins, Sofa Bed) - 3 Bathrooms ★Fast Wifi, Keurig, & Smart TVs ★ Access to Heated Pool, Hot Tub & Pickleball ★ Pack N Play + Board Games ★ 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

Fredrickson’s Corner is newly renovated (2023) and oozes old school captiva cottage charm! Home is steps to Captiva’s 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!

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.

2638 Beach Villas- Executive Captiva Condo

Welcome to 2638 Beach Villas—new to our program! This executive-caliber, 3-bedroom, 3-bath beachfront retreat spans over 1,500 sq. ft. and sleeps up to 9 guests (7 in beds + 2 on a sleeper sofa). Enjoy vaulted cedar ceilings with skylights, a private corner-unit location, and premium amenities including a heated pool, pickleball and tennis courts, high-speed Wi-Fi, and outdoor grills—perfect for a premier island getaway.