Holiday rentals with a hot tub in Little Gasparilla Island

Coastal Retreat | Hot Tub | 8 ppl 5 min Gasparilla

🌴Modern Coastal Retreat🌴 Just 5 minutes Gasparilla Island Beaches, enjoy one of Florida’s most charming coastal destinations. Relax on beautiful white-sand beaches, visit the historic lighthouse, explore local boutiques, and fresh seafood at waterfront restaurants. Families can enjoy biking, shelling, fishing, and breathtaking Gulf Coast sunsets. Whether you're seeking relaxation or adventure, offers the perfect blend of natural beauty, Old Florida charm, and unforgettable family experiences.

LG Beach Bungalow on Gulf w/Bay Access & deck too!

Welcome to Golden Girl. Our 3 bedroom 2 bath home is totally renovated with all new furniture. A 2nd level observation deck, private hot tub, bunkroom sleeps 6, two bdrms with kings, queen sleeper sofa in LR, laundry, high speed WIFI, all new appliances, smart TV's, so much more! Lanai opens up to semi private beach and a quiet neighborhood of single family homes. There is Bay access too. Kayaks available for rent. There is a separate apartment above not included. The location cannot be beat!

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!

Seaside Boca (Pool + Sauna + Mini Golf + Spa)

Have fun with the whole family at this stylish new Airbnb. With its Key West vibes you’ll be sure to have a great time here! Boca Grande is just minutes away, Publix and shopping center are a short bike ride and boats are welcome as the marina is right next door. House is located in the tranquil area of Cape Haze close to Golf courses where you can stroll or bike to you hearts content. We just added a Game Room, a Pool with jacuzzi, Sauna, plus a multi court and Mini Golf (pics jus refreshed)

Waterfront| Pool & Spa | Near Beach| No Extra Fees

Welcome to Casa-A-Mar, your private slice of coastal paradise at our newly updated waterfront retreat. Step outside and launch straight into the water with direct Gulf access or into Lemon Bay—perfect for exploring the canals on one of our kayaks. Prefer to stay in? Spend your time in the heated pool, then ease into the hot tub as the sun sets. As evening falls, transform the backyard into your own open-air theater with our outdoor projector, perfect for movie nights under the stars 🌟

3BR Resort Home · Pool, Gym + Beach Club Access

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.

Cozy 2 bedroom 2 full bath home with Hot tub/Spa

Cozy 2 bedroom 2 full bath home located in the waterfront community of Grove City in Englewood. Bright and airy with everything needed for a restful and relaxed vacation, also available for seasonal rental. Peace and serenity await you in this quiet undisturbed community. 8 minute to beaches, golf course, shopping and restaurants. Use of outdoor grill, outdoor fireplace, fishing poles, beach chairs, and cooler. Also close access to intercoastal water way, stump pass and Boca grande.

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.

Quiet Englewood Home Near Manasota Key

This is a comfortable 2 bedroom home in a very friendly community close to beaches, boating, dining and shopping. It is situated approximately half way between downtown Venice and Englewood. For you boaters, there is a public launch ramp on the intracoastal waterway less than 2 miles away. There is plenty of room in the garage to store your bikes, kayaks or both. Tired of laying on the beach? There are lots of nice parks to visit, all within a short drive from this house.

Lux Home on Gulf w/Private POOL & 50ft 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 50 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!

Pool Haven by The Private Beach, Dog Friendly

Beach haven with your own private resort heated salt water pool and hot tub is waiting! We are dog friendly. A short stroll to the sugar-white sand thru a private entry to the beautiful Gulf beach, this bright beach house offers the ultimate in coastal lifestyle. Soak up the sun at this coastal haven! Stroll to The Boatyard for a delicious breakfast or lunch on the Bay, or take the shuttle down to Englewood restaurants and beach bars in the evening.

Wellen Coastal Escape

📍 1st Floor | 2 Bed + Den | 2 Bath | 1-Car Garage | 1,355 Sq Ft 🏖️ Enjoy Resort-Style Living with Access to: ✔️ Sparkling Main Pool & Relaxing Hot Tub ✔️ Satellite Pool just ~100 ft from your door – quick & easy access! ✔️ Tennis & Pickleball Courts ✔️ Modern Fitness Center ✔️ Onsite Tiki Bar Restaurant – great food and perfect for poolside tropical drinks ✔️ Beach chairs & umbrella available for renter use – perfect for your Gulf Coast getaway