Vacation rentals with outdoor seating in Estero Bay

Boaters Bayshore Bungalow w/HOT TUB view of water.

BRING YOUR BOAT! This ranch home is located on a canal with direct access to the Gulf/Naples Bay(no bridges). Amazing water sports access. In the cool/hip Bayshore Arts district! Great restaurants, Naples Botanical Gardens, boating, 3 miles to DT Naples and 4 to the best beaches. This is a perfect family/friends vacation spot. We have all the gear to enjoy this location. Quiet neighborhood/newly renovated/great views. Coffee on the deck with sunrise in front of you or drinks at sunset. Serenity

Waterfront ocean access canal, Kayaks, Bikes Beach

We renovated a key west style home into a modern beachy oasis. You can kayak, bike and boat to the beach right from the house! This safe waterfront neighborhood has tons of friendly people out walking, running, biking, dog walking, etc. The house is 1/4 mile to the beach as the crow flys. Beach entrances are 2 miles away. We have 2 nice adult bicycles, kayaks and fishing rods for you to use. Located just off Wiggins Pass Road between 41 and the ocean. Stilt home. Don’t even need a car.

3BR w/HUGE 2k sq ft Lanai & Seasonally Heated Pool

Welcome to your peaceful Bonita Springs retreat, perfectly located near Naples, Ft. Myers, shopping & beaches! This isn’t just a rental, it’s our 2nd home and we treat it as such. You'll experience "exceptional" the minute you enter this stunning, open concept interior. Further, it boasts a striking 2000 sq ft screened-in lanai w a seasonally heated pool. This outdoor oasis doubles your living space and offers a flying pest barrier and significant UV protection. Breathe/Smile/Unwind

Bonita Beach and Tennis 3907 - Ocean Views

Welcome to our beautiful condo. We are located on the 9th Floor of Bldg. 3 at Beach and Tennis Club. Beautiful sunsets await you in our 1-bedroom,1 bath, studio condo with views galore of the Gulf. We are just a short walk from the beach and restaurants. Come and enjoy the sunsets from our private balcony. Amenities such as shared pools and private balcony are all open and available for use to relax & unwind while listening to the soothing sounds of waves.

Perfect Location On Pond 2.9 Mile To Gulf Beach

Close to Beaches. This house was completely renovated in 2020, It has large spacious kitchen sub zero refrigerator and large living room. Full size Washer and Dryer & Appliances. The Living Room has a beautiful View of a Pond Beaming with Life, Turtles, Ducks, Egrets & Fish. The House sits by itself on a very large cul-de-sac. Private back yard with a privacy Fence and Pond, for your use. (No shared areas.) Guests say pictures do not do this unit justice.

Easy Breezy Too

Steps from the beach! Easy Breezy 2 is cute, cozy and clean.Unit is stocked with plenty of amenities and extras. Coffee provided for every morning of your stay! Daily vouchers are included for beach chairs set up for you ( VIP service) @ Bonita Jet Ski& Parasail across the street behind Doc’s House. ( a $22 per day value. Umbrella is NOT included) AND as a VIP guest you will also receive a 10% discount on parasailing! Come see how easy breezy it all is!

675 FantaSea | New Heated Resort Pool & Fire Pit

Spend the day outside morning, noon & night and live out your FantaSea vacation! Lounge on the deck or in the heated pool on the sun shelf. On a cool night sit by the fire and relax in the Adirondack chairs. Desirable designer interior with coastal decor has the comfort of home with the feel of the sea. We are just a few minutes away from white sandy beaches with beautiful sunsets, amazing restaurants and upscale shopping centers.

Cozy studio 1.3 miles to Barefoot Beach

Very inexpensive way to get close to the beach and still have complete privacy! Whole unit-Share nothing. Small and cozy studio/room 12x19 with a refrigerator, microwave, air conditioner, full bath, suitable to more or less sleep. Queen size bed. Closet and dresser. This is a separate guest room with a private entrance not connected to another unit. Located in an adorable tropical feel complex in a seafoam green building.

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.

Bonita Beach and Tennis 1903

Welcome to our coastal condo. We are located on the 9th Floor of Bldg. 1 at Beach and Tennis Club. Beautiful sunsets await you in our 1-bedroom, studio condo with views of both the Gulf and Bay. We are just a short walk from the beach and restaurants. Amenities such as shared pools and private balcony are all open and available for use to relax & unwind while listening to the soothing sounds of waves.

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.

Luxury Villa: Pool, Hot Tub And Amazing Lake View

Escape to a private waterfront paradise on the famous Eight Lakes! This luxurious home offers spectacular sunset views from your private infinity pool and hot tub. Perfect for a relaxing retreat, it features seamless indoor-outdoor living, a gourmet kitchen, and high-end amenities. Ideal for couples or small groups seeking an unforgettable getaway.