Holiday rentals in Estero

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Top-rated holiday rentals in Estero

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

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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.
Guest house 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, 875 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!

Superhost
Flat in Bonita Springs
4.78 out of 5 average rating, 9 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.

Superhost
A modern bedroom features a comfortable king-sized bed topped with soft light blue pillows. A small lamp sits on a nightstand beside the bed, and a minimalist mirror is mounted on the wall. A cozy chair and window allow natural light to brighten the space.
Place to stay in Fort Myers
4.79 out of 5 average rating, 96 reviews

Charming Brand new Private Efficiency

Welcome to our charming efficiency just a short 20-minute drive from the beach! This cozy and modern space is perfect for solo adventurers or couples seeking a peaceful getaway near the ocean. Featuring a comfortable king-sized bed, or 2 Twin beds a well equipped kitchen, and a private bathroom. Kick back and relax in the cozy living. Conveniently located, 7 min at the Airport and all the biggest mall around the area We strive to make your stay as comfortable as possible.

Top guest favourite
Home in Fort Myers
4.94 out of 5 average rating, 365 reviews

Whole cozy house

Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.

Top guest favourite
A screened lanai surrounds a tranquil swimming pool, showcasing clear turquoise water. Lush palm trees and tropical plants create a serene backdrop, while comfortable lounge chairs invite relaxation. The screened enclosure allows for an unobstructed view of the surrounding landscape.
Home in Estero
5 out of 5 average rating, 10 reviews

Gulf coast home in a golf community!

Come stay in this private home on a beautiful golf course. The property boasts a pool and lanai and is perfect for soaking up the sun. We are a close drive to several local shopping malls as well as the main beaches of Bonita springs. The home is located in a gated community where you will have access to amenities including- tennis courts, gym, 2 large pools, spa and more. The community is on Stoneybrook golf course and guests can access discounted golf fares.

Guest favourite
Guest house in Estero
4.92 out of 5 average rating, 71 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.

Guest favourite
A well-lit living room features a spacious sectional sofa offering ample seating. A large smart TV is mounted on the wall, showcasing a beach scene. Natural light streams through arched windows, with decorative plants adding a touch of greenery. A coffee table sits centrally in the space.
Home in Fort Myers
4.93 out of 5 average rating, 160 reviews

The Family’s Nest

Have fun with the whole family at this stylish home! Whether you are visiting Fort Myers for a family vacation or an extended stay, our home is the perfect space for you. Located near Fort Myers most popular destinations, there is no shortage of activities! Looking for the beach? Our home is just 20 minutes away from Sanibel Island; renowned for its gorgeous white sand beaches, deep-sea fishing excursions, championship golf courses, shops, and more!

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, 226 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.

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, 10 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!

Guest favourite
A spacious living area featuring a comfortable sectional sofa and a contemporary television stand. A desk and chair are positioned near a window, providing ample natural light. The kitchen area showcases wooden cabinets and modern appliances against a backdrop of tile flooring.
Home in Fort Myers
5 out of 5 average rating, 12 reviews

Private 2BR Suite w/ Separate Entrance

Enjoy your own private 2-bedroom suite with a separate entrance in peaceful San Carlos Park, Fort Myers. You'll have exclusive access to a living room, dining area, bathroom, and bedrooms. Clean, comfortable, and perfect for families or couples. Just minutes from tennis and pickleball courts, beaches, airport, and shops. Hosts on-site but respect your privacy. Fast Wi-Fi & free parking included!

Popular amenities for Estero holiday rentals

When is the best time to visit Estero?

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Avg. price€ 169€ 196€ 177€ 150€ 137€ 132€ 136€ 131€ 114€ 137€ 167€ 173
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Frequently Asked Questions

  • Where should I stay in Estero?

    Make yourself at home in Estero by choosing from our most frequently booked neighborhoods. We have over 230 vacation rentals in The Villages at Country Creek, over 270 vacation rentals in Corkscrew Woodlands, and over 30 vacation rentals in Bella Terra.

  • Are there vacation rentals with a dedicated workspace in Estero?

    Yes! Work meets play with ease at over 100 vacation rentals in Estero featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Estero?

    Four-legged friends are welcome in Estero. Choose from more than 50 vacation rentals for guests traveling with pets.

  • Are there Estero vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 160 vacation homes with pools in Estero, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in condo rentals in Estero?

    Experience the best of Estero with our condo rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Estero have a gym?

    Absolutely! We offer over 20 apartment rentals with a gym in Estero. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Estero have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Estero. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Estero have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in Estero. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Estero?

    Estero has more than 80 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Estero?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a gym, over 20 homes with a bbq area, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Estero

  • Total holiday rentals

    Explore 200 holiday rentals in Estero

  • Nightly prices starting at

    Estero holiday rentals start at € 34 per night before taxes and fees

  • Verified guest reviews

    Over 2,110 verified reviews to help you choose

  • Family-friendly holiday rentals

    150 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    160 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    190 of Estero holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront and Gym across Estero rentals

  • 4.9 Average rating

    Estero stays are highly rated by guests – averaging 4.9 out of 5!

Destinations to explore

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