Holiday rentals in Estero Bay

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Top-rated holiday rentals in Estero Bay

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Guest favourite
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.
Apartment in Fort Myers Beach
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

Top guest favourite
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.
Flat in Fort Myers
4.93 out of 5 average rating, 118 reviews

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.

Guest favourite
A sandy backyard features a fire pit surrounded by several black chairs, with a canal lining the edge. Lush greenery and palm trees provide a tropical setting, while a spacious home stands in the background, framed by clear blue skies.
Home in Bonita Springs
4.97 out of 5 average rating, 101 reviews

Canal Home- Gulf Access- PET friendly-Fenced yard

Waterfront home with Gulf access. Recently renovated 3 BR, 3 BA home on a canal off the Imperial river. Two en-suite bedrooms. The home can comfortably sleep 8 guests. Kayaks, bikes, fishing poles, yard games, backyard beach, and fire pit available for your use. Fenced in yard. Centrally located about 20 minutes from the airport, Naples, Fort Myers and only 3 miles from the beach! Close to several breweries, wine loft, local coffee shop, cocktail lounge, parks, churches, and many restaurants.

Top guest favourite
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.
Apartment in Fort Myers Beach
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.

Top guest favourite
Home in Bonita Springs
4.97 out of 5 average rating, 72 reviews

Tropical Oasis: Stunning Pool Home in Bonita

Welcome to your tropical getaway in Bonita Springs! This stunning 4-bedroom, 2-bathroom home features a heated pool with a sunshelf, offering the perfect spot to soak up the Florida sunshine. Centrally located near the Coconut Point Mall, you'll have easy access to shopping, dining, and you're located just 15 minutes from Bonita Beach. Inside, enjoy spacious, coastal-themed living areas ideal for gatherings with family and friends. Your private oasis awaits—book now for a memorable stay!

Guest favourite
Guest house in Estero
4.92 out of 5 average rating, 76 reviews

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.

Top guest favourite
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.
Apartment in Bonita Springs
4.83 out of 5 average rating, 234 reviews

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.

Top guest favourite
Apartment 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.

Guest favourite
A two-story home with a light exterior is showcased, featuring a spacious yard with freshly laid stepping stones and well-maintained landscaping. Large windows adorn the upper level, allowing natural light to fill the interior. Nearby trees and neighboring houses are visible under a clear sky.
Flat in Fort Myers
5 out of 5 average rating, 13 reviews

Sunny Side Stay- Apartment

Welcome to Sunny Side Stay, a cozy retreat in the heart of Fort Myers! Perfect for a relaxing getaway, our charming home offers a comfortable stay just minutes from beaches, downtown, and local attractions. Enjoy modern amenities, fast WiFi, and a peaceful setting. Whether you're here for sun, sightseeing, or a quiet escape, Sunny Side Stay is the perfect base for your Southwest Florida adventure!

Top guest favourite
A comfortable sleeping area is presented with a king-sized bed adorned in colorful linens. A dresser and side table in light wood are visible, alongside a seating area with a patterned chair. Natural light flows through sliding glass doors that open to a screened lanai.
Guest suite in Bonita Springs
4.97 out of 5 average rating, 153 reviews

Old Florida Cottage Bikes & Kayaks close to Beach

Escape to our charming private guest cottage, just 1.5 miles from Bonita Beach! This updated studio comfortably fits 2 guests and features a king bed, a fully equipped kitchen, and a large screened-in lanai. Enjoy modern comforts with a coastal vibe, complete with beach bikes and a private entrance. Perfect for a quiet, relaxing beach getaway in a safe neighborhood.

Top guest favourite
An open kitchen and dining area features a round glass table surrounded by rattan chairs adorned with tropical patterns. Stainless steel appliances are positioned next to light cabinetry. Expansive windows invite natural light, providing a view of the outdoor scenery.
Apartment in Bonita Springs
4.99 out of 5 average rating, 152 reviews

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.

Top guest favourite
A welcoming entrance features a covered patio with seating options, including a cozy sofa and rocking chairs. The surrounding outdoor area is landscaped with plants and decorative stones. The exterior walls are painted in calming shades, contributing to a relaxing atmosphere.
Home in Bonita Springs
5 out of 5 average rating, 48 reviews

Coastal Breeze Cottage

Welcome to our newly renovated charming coastal retreat! This adorable 2-bedroom, 1-bath home with a den offers a delightful coastal decor that will transport you to a world of relaxation and tranquility. Situated right on the canal front, it's the perfect destination for boating enthusiasts and water lovers.

Popular amenities for Estero Bay holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Lee County
  5. Estero Bay