Holiday rentals with a hot tub in Little Gasparilla Island

Newer 4bd/2ba Canal Pool House, Hot Tub & Game Rm!

Welcome to Coastal Fairways! Relax & create lasting memories in this newer 4bd/2ba Canal home with heated pool/hot tub & bonus Southwest exposure. With 2400sq. ft. plus a flex/game room, this house is perfect for vacationing & sleeps up to 10. Located only mins to Gulf beaches & surrounded by golf courses & resort towns you have the perfect place to start your day. However, relaxing in the lanai or taking a dip in the large, heated pool/hot tub overlooking the Canal you may never want to leave!

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Luxury beach house with pool in a charming old-FL beach town, one of FL’s best kept secrets! New kitchen, 2 covered balconies & a walled backyard oasis. Spend sunny days by turquoise waters of the Gulf & host a cookout on the covered patio & pool. Enjoy the sea breeze while sipping your favorite beverage on the covered balcony off the living area. Lounge in style in the patio or go for a swim in the 6’ deep heated pool. You're walking distance to restaurants/bars and 57 seconds to the beach!

Sea La Vie

Escape to 3 acres of tropical bliss on exclusive Palm Island, where luxury meets seclusion. This beautifully updated 5-bedroom, 4-bathroom retreat offers breathtaking views of a serene pond and the Gulf of America. Heated pool & jacuzzi, 50-ft private boat dock, Home theater & game room, Kayaks, bikes, pool table, ping pong, and more, Fire pit, basketball court, volleyball, Steps from a private beach. Accessible only by private ferry, this is more than a getaway; it’s your slice of paradise.

Steps to Beach Captiva Includes CLUB & Golfcart

HOST PAYS AIRBNB FEE FALL 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

Island Oasis- Boca Grande Club

We beat Milton and are ready to host you. The Village Houses in the Boca Grande Club possess a distinct charm that sets them apart. The village houses offer an intimate connection to nature. Our homes is surrounded by lush tropical foliage, providing a serene backdrop of swaying palms and vibrant flowers. Our guests enjoy access to a range of exclusive amenities. Whether lounging by the pool, or indulging in gourmet dining, out home provides a wealth of experiences for our guests.

Beautiful Floridian Oasis

Bring the whole family to this great place with lots of room for fun. Home has large open layout that is perfect for family or entertaining. You will love the spacious feel of the high ceilings and large windows that flood the home with natural light overlooking the beautiful views of pool and tropical landscape. Outdoor lanai is perfect for enjoying the Florida lifestyle. Spa spills into a heated pool with a beautiful outdoor kitchen/grilling area. Close to Boca Grand & Englewood beach.

Canal Cottage 2 min to big water

Take it easy at this unique and tranquil getaway that also provides a dock and boat lift! Access the Intercoastal in 2 minutes and the Gulf of America in 5 minutes through the Boca Grande pass. With 130' of seawall, fishing from the backyard is fun too! The home is well equipped with everything to enjoy dinner on the lanai or a day at one of the nearby beaches. Groceries and great restaurants are all within walking distance or a few minute drive in this low traffic, tranquil area.

Coconut Paradise POOL! Little Gasparilla Island

Just Ask!! Beach pics since storms. All cCleaned up! House is 100% and Beautiful! Relax with the whole family at this peaceful place to stay on Little Gasparilla Island! Newer Pool Home! Fast STARLINK Internet!! Heated pool/Hot tub. Private beach access and dock access. Boat Access only. Take the private water taxi across the bay to a true island paradise. Or bring your own boat! Boats must be 24’ of less. Over 50 coconut palms. Pool table, kayaks, house fully stocked!

AMAZING Cape Haze Location -community kayak launch

Ready for warm sunshine, tropical breezes and lush landscaping? Spaniard's Retreat is the ideal location for your get away. This home is set in the charming Old Florida neighborhood of Cape Haze. Old banyan and pin-oak trees line the picturesque streets where homes are spaciously placed. Upon entering you will be greeted by the panoramic sliding doors overlooking the heated pool and spa. This truly feels like a private oasis. 3 bedrooms and 2.5 baths offer generous accommodations.

Lux Home on Gulf w/Private POOL & 100ft Dock

Rest your feet & your soul as you getaway from it all! This luxurious little piece of paradise is tucked away on a quiet Gulf Coast waterway. 10min from Englewood Beach and 5 min from stores. Tie your boat up in the back yard to the private 100 ft dock. Spend your days fishing, catching sunsets or in the pool every evening! Easy access to Don Pedro Island, local sandbars, inlet and several restaurants, all at your fingertips! Pack your bags, kick back- paradise is waiting!

Ultimate Luxury:Spa/Pool/Outdoor Kitchen/Firepits

Escape to this stunning 3-bedroom, 2.5-bathroom home in a tranquil neighborhood. With an open floor plan, cozy fireplaces screened lanai with pool and hot tub, and an outdoor shower and BBQ kitchen area, it's the perfect retreat. We offer complimentary pool heating to 78°F and jacuzzi heating to 90°F so you can enjoy year-round comfort. If you'd like warmer settings, we can accommodate for an additional charge of $22

Waterfront "Casa del Lago" Private Pool & Jacuzzi

Welcome to your dream vacation home in sunny Florida! This luxurious retreat offers a spacious 4BR/3BA Cape Coral waterfront villa for 8 with a private pool, hot tub, chef’s kitchen, free parking, pet-friendly policy, and reliable Wi‑Fi—perfect for families, couples, business travelers, and remote workers. Casa del Lago is a luxurious waterfront getaway designed for those who seek both relaxation and indulgence.