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Holiday houses in Estero Bay

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Top-rated holiday rentals in Estero Bay

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
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.
Condo in Fort Myers Beach
4.92 out of 5 average rating, 204 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 private patio area features a smooth surface bordered by lush tropical plants and colorful flowers. A three-tiered blue water fountain adds a calming element, accompanied by comfortable seating arrangements. The space is set against a backdrop of vibrant greenery, presenting a serene outdoor escape.
Guest suite in Naples
4.97 out of 5 average rating, 415 reviews

Tropical Garden Studio Cottage (2 miles to beach)

Studio beach cottage experience in North Naples. Take one of the two complementary bicycles on an easy 15 min bike ride to the beautiful Wiggins Pass State Park or Vanderbilt beach. Just 3 miles from the popular Mercado shops, restaurants and theater. Prefer to walk? It's less than 10 mins walking to multiple great restaurants, grocery stores, and even paddle board/boat rentals, fishing trips, dolphin eco sunset & tours. Feeling adventurous? Take one of double kayaks from the dock to the beach.

Guest favourite
The guesthouse exterior features a modern design with a metal roof and a two-car garage. Landscaped front yard with green grass and decorative plants is visible, creating a welcoming entrance. A secluded porch area with seating is present, surrounded by trees and shrubs.
Guesthouse in Fort Myers
4.91 out of 5 average rating, 107 reviews

Hezekiah's 2 Story Guesthouse with Pool

Hezekiahs Guesthouse a perfect getaway in sunny SWFL! You will be staying in the guest house with a private entrance. This property has a living room and kitchenette downstairs and a spacious bedroom with master bathroom upstairs. This Airbnb is attached to our home. You will have access to the pool and our outside grill area. Complimentary coffee, water, soda and more.. Lots of nearby restaurants and shopping. Minutes away to Fort myers or Bonita beach, FGCU and RSW Airport and Hertz Arena.

Top Guest favourite
The charming exterior of the cottage is highlighted by a blue facade with white trim. Flower boxes adorn the windows, filled with lush greenery. A red door serves as a welcoming entrance. The patio area features stone pavers, surrounded by various plants and comfortable seating.
Tiny home in Fort Myers
4.93 out of 5 average rating, 872 reviews

Garden Cottage - Tiny House

PLEASE NOTE: The cottage is separate from our house and living quarters. The bathroom is in the back of the main house, just a few steps from the cottage, private and not shared with anyone. We take special precautions to thoroughly clean and disinfect the bedroom and bathroom after each guest. You’ll love our place because of the location, the ambiance, the outdoor space, and the neighborhood. We have a dog and a cat. Our place is good for couples, solo adventurers, and business travelers.

Top Guest favourite
Home in Bonita Springs
4.98 out of 5 average rating, 66 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
A cozy living area features a comfortable couch adorned with a patterned pillow. A modern electric fireplace is positioned beneath a flat-screen TV, with large windows allowing natural light to fill the space. A decorative area rug adds warmth to the neutral-toned flooring.
Campervan/RV in Bonita Springs
4.97 out of 5 average rating, 64 reviews

Spacious Luxury one bedroom RV @ Coconut point.

You won’t forget your time in this romantic, luxurious 1 bedroom RV with indoor fireplace. Just 1.9 miles away from Coconut Point Mall and less than 1 mile away from the Hyatt Regency Resort and Spa. Super spacious with open kitchen floor residential appliances, tall ceilings, large scenic windows areas. Great amount of storage throughout for your food, clothing & bathroom items, and flatscreens TVs in Living and bedroom. Enjoy your stay with complimentary bikes, BBQ grill, cooler.

Superhost
Apartment in Bonita Springs
4.75 out of 5 average rating, 8 reviews

Beach Retreat - Queen Studio near Naples

Relax in this cozy, hotel-style studio at Bonita Sunset Condos, just 1 mile from Bonita Beach! Features a queen bed, extra drawers for clothing storage, private bath, mini fridge/freezer, microwave/air fryer combo, and mounted TV. Beach towels provided, plus access to bikes & beach gear (first come, first served). Perfect for a simple getaway in the heart of Bonita Springs! Need more room? We also offer 2-bed/2-bath condos in the same complex — great for groups or families.

Guest favourite
Shipping container in Fort Myers
4.83 out of 5 average rating, 12 reviews

Container Tiny Home, Yard, FGCU & Pet Friendly

Stay at our Zen Container Tiny Home on the edge of Fort Myers and Estero — minutes from malls, supermarkets, FGCU, outlets, restaurants, state parks, kayaking, Hertz Arena, and 15-20 minutes to the beach ! Modern wabi-sabi decor, brand new appliances, rain shower, and cozy living space with 75” TV. Fully fenced grassy yard with a mulberry tree, fire pit, and plenty of room for your pet to play. Peaceful, safe street yet close to everything. Perfect for a relaxing getaway

Top Guest favourite
Cottage in Bonita Springs
4.92 out of 5 average rating, 95 reviews

The Beach Baby - Across street from beach!

Welcome to The Beach, Baby! Your Beach Bungalow! Just cross the street to 6 mile long pristine beach! Tropical charming beach house in residential neighborhood with upstairs unit available to you. Light, Bright, Cheerful and Clean! Fully stocked down to blender, beach chairs, coolers,...Just bring toothbrush, bathing suit, and flip-flops! Huge covered/screened lanai facing west, which is great for sneaking a peak of sunsets , catching gulf breezes and outside dining.

Top Guest favourite
Condo in Fort Myers Beach
5 out of 5 average rating, 8 reviews

Tide & Seek: Beach-front and Resort Amenities

Welcome to Tide & Seek! This stylish 2 bedroom, 2 bath condo at Gull Wing Beach Resort is perfectly situated on the peaceful south end of Fort Myers Beach. Sleeping 6, this 8th-floor retreat features an open living space, full kitchen with coffee & wine bar, and a screened balcony with angled Gulf views. With resort amenities including a heated pool, spa, grilling area, and direct beach access, it’s the ideal spot for families or friends to unwind in coastal comfort.

Top Guest favourite
The interior of the Airstream features light-colored wood cabinetry and comfortable white seating along a spacious, curved lounge area. A dining table occupies the center, surrounded by windows that provide natural light. Indoor plants add a touch of greenery to the modern decor.
Guesthouse in Bonita Springs
5 out of 5 average rating, 60 reviews

Beachy Airstream Oasis with Bikes

Our beautiful 2017 Airstream flying cloud is tastefully decorated in a beachy theme. You won’t forget your time in this romantic, memorable place. This Airstream is stocked with everything you need. Tommy Bahama beach chairs, cooler, Propane BBQ grill, beach towels, Pots, Pans, plates, silverware, wine glasses etc. Enjoy a romantic movie night in bed with smart TV, Blu Ray Player and HD cable all available.

Guest favourite
A modern kitchen features white cabinetry with gold hardware, complemented by open shelving. Stainless steel appliances, including a microwave and dishwasher, are visible. A two-sided kitchen island with two brown bar stools offers additional seating and workspace.
Villa in Naples
4.98 out of 5 average rating, 119 reviews

Las Casitas in Naples # 3

Welcome to your home away from home! Beautifully renovated condo, located close to shops, restaurant, and the beach. This condo is located at the edge of a natural preserve; giving you the best of both worlds: you can sit in the backyard and enjoy a quiet and relaxing afternoon, or take a short walk and find yourself at local restaurants, the beach, wine bars, or shops.

Popular amenities for Estero Bay holiday rentals

Destinations to explore

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