Holiday rentals with a pool in Estero Bay

A spacious screened pool area is shown, featuring a heated saltwater pool with built-in bench seating. Lounge chairs are positioned along the edge, and a hammock is visible nearby. The outdoor dining area and sectional seating are included, with a 55" Smart TV situated to provide entertainment.

5 out of 5 average rating, 56 reviews

Private Palm Oasis - Close to Beach

Private palm house with heated pool & spa that is close to Barefoot Beach and Bonita Beach in Bonita Springs / North Naples / Collier County / Florida. Private backyard surrounded by plams. Open floor plan with flowing indoor/outdoor living, screened pool area and fenced yard. Numerous seating areas for entertaining & relaxing. Large kitchen island, granite counter tops, stainless steal appliances. Large LED TVs inside (w/ JBL soundbar) & out. Workstation. All new furnishings. No details spared.

Condo in Fort Myers Beach

A sparkling pool features a waterfall and is surrounded by palm trees. Lounge chairs are positioned around the pool area. In the background, views of the bay are visible under a clear blue sky, creating a serene vacation atmosphere.

4.92 out of 5 average rating, 207 reviews

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

BEACHES ARE OPEN! Beautiful Views, large unit, Enjoy the sun, beach, and excitement of Florida. Lovers Key State Park, beautiful beaches, hiking & biking trails, Ft Myers Beach, white sand, many activities. Views of the gulf & bay area. Exercise room, wifi, great swimming pool- the beaches & trails you come to Florida for. Ft Myers beach has the white sand you think of when visiting Florida. The Gulf Coast Beach, and Lovers Key State Park are there for your enjoyment. Great place for Memories

4.93 out of 5 average rating, 118 reviews

A clean outdoor pool is surrounded by a safety fence, with clear blue water reflecting the sky. Several lounge chairs are positioned nearby for relaxation, while lush greenery and an open landscape are visible in the background, creating a serene atmosphere.

Apartment in Fort Myers

Golf & Pool Views! Pet Friendly/Super Hosts

Perfectly located 2 Bedroom 2 Bath condo! Nestled on a public golf course with a wonderful pool area, it is the perfect combination for a peaceful vacation. The condo is centrally located by everything one needs to relax and enjoy the Fort Myers area. We have gone the distance to make your vacation memorable. The spacious condo has adjustable beds, which will provide you sweet dreams. Close to the beaches, shopping, airport, golf, and tons of restaurants. Guests can also enjoy the pool area.

5 out of 5 average rating, 20 reviews

Estero Bay Modern Oasis

Welcome to Modern Oasis Estero Bay - a serene retreat designed to give you the ultimate vacation experience! This beautiful home has 4 bedrooms plus a bunk room, 2 bathrooms, and a great room overlooking the backyard oasis. Relax & unwind in the heated salt water pool & hot tub, grill & dine in the covered patio and enjoy the sunset views over Estero Bay. The home backs onto a golf course and is minutes to shops & restaurants at Coconut Point, and a short drive to the beautiful Barefoot Beach.

Condo in Fort Myers Beach

The open living area features a comfortable gray sofa adorned with decorative pillows. A wooden coffee table sits in the center, surrounded by a vibrant area rug. The dining area includes a round table with four chairs, and a well-equipped kitchen is visible in the background.

5 out of 5 average rating, 15 reviews

Beachfront @ Elevate in the Sun!

Welcome to ELEVATE IN THE SUN! Where an elevated experience is waiting. Premier Host (Other Site)-4.8* The unit boasts a completely remodeled kitchen with quartz countertops, brand new appliances including a dishwasher (very rare), brand new living room furniture, and new A/C and music surround sound streaming via Amazon Alexa and Apple Music. Sunrises are included each morning on your private balcony and sunsets are breathtaking down on the beach with toes in the bright white sand.

Townhouse in Bonita Springs

The living area features a light-colored sofa with decorative pillows, a coffee table, and two lamps. A flat-screen TV is mounted on the wall, accompanied by a dining area with a round table and four chairs. Warm wooden flooring contributes to a welcoming ambiance.

4.96 out of 5 average rating, 24 reviews

Bonita Bay 2 Bed 2 Bath with Beach Shuttle Access

Welcome to your serene retreat in Bonita Springs! This 2-bedroom, 2-bath condo offers comfort and resort-style amenities, including a pool, hot tub, beach shuttle access, and tennis courts. Relax on the screened lanai or explore nearby attractions like the Promenade at Bonita Bay with its vibrant dining and shopping. Surrounded by nature trails, parks, and golf courses, it’s perfect for both relaxation and adventure. Book your stay today and experience the charm of Bonita Springs!

A screened patio overlooks a serene swimming pool surrounded by lush greenery. Two lounge chairs are positioned nearby, with a small table featuring colorful drinks. A few inflatable toys float in the water, offering a casual ambiance for relaxation.

4.97 out of 5 average rating, 115 reviews

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

4.92 out of 5 average rating, 76 reviews

Guesthouse in Estero

Adorable Cottage with Heated Pool -Jaccuzi - Sauna

Come and relax in this calm, stylish space located one acre property full of pines and fruit trees, with access to the House Heated Pool with Jacuzzi and the sauna. Modern design will make you feel comfortable. Close to Bonita, Ft.Myers, Lovers key and Sanibel beaches & fishing piers. Cottage is 12 miles away (19 km) from RSW airport, about 20 min of driving. We are happy to meet our guests, but also respect your privacy. Your comfort is our priority.

4.91 out of 5 average rating, 11 reviews

Bonita Springs Coastal Retreat | Pool Home

Relax and unwind in this beautiful 4-bedroom, 3-bath home featuring a heated pool with a sunshelf, perfect for soaking up the Florida sunshine. Centrally located near Coconut Point Mall, you’re just minutes from great shopping, dining, and only 15 minutes from Bonita Beach. Inside, spacious coastal-inspired living areas provide plenty of room for family and friends to gather. Your private getaway awaits, book today for an unforgettable stay!

4.83 out of 5 average rating, 234 reviews

A cozy sleeping area features a queen size bed dressed in a nautical-themed quilt. A small refrigerator and microwave are visible, along with a dresser and television. Light enters through a shuttered window, complementing the soft blue walls.

Condo in Bonita Springs

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.

Condo in Fort Myers Beach

4.83 out of 5 average rating, 118 reviews

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.