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Estero Family & Kid Friendly Rentals

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    Travelers to Estero are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    26 Matching Rentals in EsteroView all 37 rentals
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    Estero Florida, Fabulous 2 Bedroom Condo1 / 9
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Villa with pool on lake1 / 18
    (12)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    2 Bed 2 Bath First Floor Condo in Estero, Florida1 / 26
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Condo at Grandezza is located in a beautiful, quiet gated community that was built surrounding the Grandezza County Club oglf course. You don''t need to be a golfer to enjoy the quiet and nature that abounds here. The condo itself is newly remodeled, and features all new modern Crate & Barrel...
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    Estero, Southwest Gulf Coast 33928
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Shared Outdoor Pool (Unheated)
    • Washer
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Be one of the first guests to enjoy the luxury and distinctive design of this BRAND NEW Creekside Preserve Carriage Home! No detail has been overlooked in the decor of this beautiful 1,600 sq ft 3 bedroom, 2 bath home that sleeps 8. Property Details: Meticulously decorated in a fresh, modern style...
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    Estero, Southwest Gulf Coast 33908
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Grill
    • Hot Tub
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a luxury vacation lifestyle in the heart of Southwest Florida's prime shopping and dining district! The Residences at Coconut Pointe, located in Estero, are the ultimate vacation destination for the person who wants to get away from it all, without sacrificing the luxuries you enjoy! First...
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    Estero, Southwest Gulf Coast 33928
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 3
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Waterfront
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Professionally decorated, this luxurious high-rise residence in prestigious West Bay Club will captivate you with panoramic lake and sunset views from various spacious lanais. Residence offers 3 bedrooms (one used as office with sleeper sofa), 3 baths, 2 separate terraces with it's own private...
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    Estero, Southwest Gulf Coast 33928
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Central Heating
    • Terrace
    • Patio
    • Balcony
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quiet second story Coach home in gated community on a Cul de Sac overlooking pond from a screened in Lanai. This luxury home is a three bdrm, 2 bath newly renovated 1500 sq/ft and is 5 min walk to Clubhouse; pool, tennis, basketball, bocce, hot tub and gym. Located across from the famous Coconut...
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    Estero, Southwest Gulf Coast 33928
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Paradise in Bella Terra - Amazing Vacation Condo!1 / 34
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Hot Tub
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 15, 2018
    We had an amazing visit to Florida, and a good part of our comfort and enjoyment was due to our stay in this wonderful condo! The beds were very comfortable, and the neighbors...
    Reviewed October 11, 2016
    We very much enjoyed our visit to this secure, comfortable, quiet, well equipped property. The amenities on the property make it hard to leave. A small pool is within walking...
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    About this property
    You'll only need your toothbrush and suitcase in this fantastic rental! Immaculate two bedroom, two bath, second floor condo in the amazing Bella Terra community! Brand new furnishings and premium linens, towels, and amenities (including basic cable and Internet) welcome you to this freshly...
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    Location Information
    Estero, Southwest Gulf Coast 33928
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Stoneybrook Golf Course1 / 14
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Wi-Fi
    • Washer
    • Hot Tub
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 10, 2017
    This condo unit was lovely with a quiet neighborhood, great location, and friendly people. The owners are exceedingly considerate and responsible. We are returning next year!
    Reviewed February 3, 2015
    My husband and I rented this condo in Stoneybrook for the month of Jan., 2015. We had a really nice time. Catherine, our landlord, was great. Any questions we had were...
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    About this property
    Stoneybrook is a 24 hour manned GATED community that offers bike and walking paths, soccer field, basketball and tennis courts, a roller hockey rink, playground, softball diamond, fitness center, and three large community pools. Stoneybrook offers reasonable rates on a 'pay as you golf' course with...
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    Location Information
    Estero, Southwest Gulf Coast 33928
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Stylish 4-bedroom condo at Miromar Lakes Community1 / 28
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Children's Pool
    • DVD Player
    • Waterfront
    • Wi-Fi
    • Sauna
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 18, 2016
    We were staying for 3 month over the season.Everything was perfect, thank you Eleana for your flexibility and help with moving in. This Condo is well thought through and feels...
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    About this property
    This stylish 3-Bedroom+Den Condo situated at Miromar Beach&Golf Club - Number One Community in Florida. 5 minutes walk from private beach on the lake Como, infinity swimming pool, luxury spa, boat and golf club facilities. Fully furnished spacious turnkey condo at 2nd floor with private lake...
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    Location Information
    Estero, Southwest Gulf Coast 33913
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 1,800 square foot condo overlooks a lake with waterfall. All the amenities, 2 pools, hot to, fitness room. Walk to Mall with dining and all shopping necessities. Coconut Point Mall is a favorite destination. You are only 25 min. from the Beach and 20 min from the airport. Best location...
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    Location Information
    Estero, Southwest Gulf Coast 33928
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    5 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Grill
    • Central Heating
    • Washer
    • Waterfront
    • Terrace
    • Balcony
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful luxury executive newly remodeled and furnished pool home on the Estero River with seperate 1bd Cabana Studio . Come to relax or for adventure . Non HOA Non Gated ( How we prefer ) Quiet community. Bring the boat or RV !! Boat landing 200 yards away . Very easy access . Lush Large...
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    Estero, Southwest Gulf Coast 33928
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 16
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Balcony
    • Terrace
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Offering a luxurious, well decorated Spring Run condo with water and golf course western views in gated community. Beautiful Par 72 Audobon certified course.Well equipped kitchen with new appliances. First floor, no steps. Large lanai with sliding doors. The master bedroom has beautiful views, a...
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    Location Information
    Estero, Southwest Gulf Coast 34135
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW Nestled on a serene neighborhood lake, this beautiful 3BR/2BA waterfront home offers a relaxing Florida escape. Lounge in the large open living room, unwind in the sunroom with lake views, and prepare meals al fresco on the grill. In a central locale, you'll be close to major...
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    Location Information
    Estero, Southwest Gulf Coast 33967
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Private Yard
    • Parking
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fully furnished and equipped seasonal rental townhouse 3 bedroom plus den and 2 1/2 bath townhome in secure gated community close to beaches and around the corner from major shopping, restaurants, etc. Community pool and amenities. Community application, and security deposit required. Across...
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    Location Information
    Estero, Southwest Gulf Coast 33967
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Waterfront
    • DVD Player
    • Children's Pool
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Everyone dreams of this experience. Located in a gated golf community, Spring Run CC in Bonita Springs is perfectly placed between Naples and Ft Myers. The amenities don't stop. Close proximity to the areas attractions including a short drive to Sanibel/Captiva Islands and eight miles from the...
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    Location Information
    Estero, Southwest Gulf Coast 34135
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Washer
    • Air Conditioning
    • Patio
    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This two story 1,820 sqft. townhouse offers attached living with the convenience of a condo but the living area and feel of a single family home. This beautifully appointed and meticulously maintained home includes three bedrooms, two and a half baths plus a one car garage, a screened lanai and...
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    Estero, Southwest Gulf Coast 33928
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Hot Tub
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the relaxing palm tree sound in this lovely appointed three bedroom two bath corner, first floor unit in the sought after gated community of Pelican Sound Golf and River Club in Estero. Bountiful activities from sun up to sundown. Start you day with refreshing morning coffee on the serene...
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    Location Information
    Estero, Southwest Gulf Coast 33928
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This gorgeous townhouse is sure to be the perfect place for your stay. Welcoming, friendly and relaxed, this wonderful property with panoramic golf course views will have you thinking about extending your stay indefinitely. This spacious home has upgraded tile in the open areas and lush carpet in...
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    Location Information
    Estero, Southwest Gulf Coast 34135
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Heated)
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3 bedroom, 3 bath, 2 car garage villa home with screened in pool in Wildcat Country Club- an amazing golf course- Arnold Palmer's signature course. Newly furnished in last 3 yrs. 3 flat screens, internet and cable. Kitchen fully appointed as is house with towels and bed linens. Set on lake with...
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    Estero, Southwest Gulf Coast 33928
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Patio
    • Grill
    • Central Heating
    • Hot Tub
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pelican Sound Golf and River Club is the premier gated community in SW Florida. Condo is on the first floor with a view of the 9th tee of the Lakes course. There are 27 holes of golf, tennis, pools, bocce courts on property. Two restaurants on property. Coconut Point and outlet mall and RSW are...
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    Location Information
    Estero, Southwest Gulf Coast 33928
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
    • Private Yard
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Happiness will be found here! YOUR DREAM PRIVATE 5,259 Sq. Ft VACATION Villa IN THE HEART OF ESTERO FLORIDA!!! Located in the heart of Estero between Naples and Fort Myers, just minutes away from Coconut Mall, Multiple High End Restaurants, Miramar Outlets, SWFL International Airport, Barefoot...
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    Location Information
    Estero, Southwest Gulf Coast 33928
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 16
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Cable/satellite TV
    • Ocean Views
    • Waterfront
    • Wi-Fi
    • Terrace
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Book your Gulf Coast getaway to this luxurious 1-bed, 1-bath vacation rental condo inside the Lovers Key Resort! This quaint unit offers 4 beachgoers a newly furnished interior with hardwood flooring, modern decor, private balcony with tropical views, and access to all of the top-notch community...
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    Estero, Southwest Gulf Coast 33931
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Elevate your next Gulf Coast experience with this 3-bedroom, 3-bathroom Estero vacation rental house that comfortably sleeps 6. This Florida home boasts nearly 2,000 square feet of luxurious living space, as well as a spacious, covered backyard with lounge chairs and a private pool. Whether you’re...
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    Estero, Southwest Gulf Coast 33928
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Patio
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Plan your Sunshine State escape in Estero with this brand new 2-bedroom, 2-bathroom vacation rental home, which boasts high-end furnishings. Sleeping 4 guests, this beautiful home has a private pool overlooking the lake and is perfect for couples or a family. You won't soon forget your retreat to...
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    Location Information
    Estero, Southwest Gulf Coast 33928
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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