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Estero Holiday Vacation with Pools

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    Travellers to Estero are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    26 Matching Rentals in EsteroView all 34 rentals
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Serene & Attractive Pool Home Near Gulf Beaches1 / 13
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 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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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Shared Outdoor Pool (Unheated)
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    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)
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    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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    Estero Florida, Fabulous 2 Bedroom Condo1 / 9
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    Reviewed April 10, 2018
    The unit had all of the amenities you could ask for. The owner, Susan, was very friendly, helpful and accommodating. Unit also included swimming pool, exercise room, par 3 golf...
    Reviewed March 31, 2018
    Condo was well appointed and had everything you could ask for. Coconut Point Mall was right across the street and beach was only 5 miles away. Felt safe in the gated community...
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    About this property
    This clean, fully furnished condo is located in one of the nicest gated communities in Estero. It includes use of the private pool, par 3 golf, and gym. Located only minutes from Coconut Point and Bonita Beach this location boast the best of a Florida vacation rental. Master bedroom has a king...
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    Estero, Southwest Gulf Coast 33928
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    About this property
    Newly Furnished, Uniquely Decorated 2 Bed and 2 Bath First Floor Condo In The Award Winning Stoneybrook Golf Community in Estero, Florida Great view from the screened in lanai which overlook the 11th tee box. Permanently installed Hurricane Shutters that roll up or down at the touch of a switch....
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    Estero, Southwest Gulf Coast 33928
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 3 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Washer
    • Waterfront
    • Sauna
    • Children's Pool
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Shared basis. Private room. 2 spare bedrooms are available. We are a young working couple therefore we are barely home. We will be happy to offer 2 spare bedrooms at our professionally decorated 3 bedroom + den Condo. Both Bedrooms available on daily basis. Nightly rate of $150 is given per...
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    Estero, Southwest Gulf Coast 33913
    Private Room - 1 Bedroom, 3 Bathrooms, Sleeps 4
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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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    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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    Estero, Southwest Gulf Coast 33913
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Balcony
    • Terrace
    • Patio
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    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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Washer
    • Waterfront
    • DVD Player
    • Children's Pool
    • Hot Tub
    • Wi-Fi
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    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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    Estero, Southwest Gulf Coast 34135
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Heated)
    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    23640 Walden Center Drive, unit 201, Bonita Spring, Florida, USA - 2 Bedrooms, 2 bath, 1,200 Sf, 2nd floor unit, (staircase) satTV, Internet, Dishwasher/Dryer, Large pool, Walking distance to Coconut Mall, one of the biggest malls in USA, fine dining and shopping, 15 minutes drive to beaches, must...
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    Location Information
    Estero, Southwest Gulf Coast 34134
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Private Garden
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    Pet friendly
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    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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    Estero, Southwest Gulf Coast 33967
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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
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    • DVD Player
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    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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Internet Access
    • Grill
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pelican Sound located in Estero Florida is a gorgeous community perfectly located between Naples to the south, and Fort Myers to the north. You will love being close to everything from great shopping and dining to being only minutes to the airport. For nature lovers you will be right next door to...
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    Location Information
    Estero, Southwest Gulf Coast 33928
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This luxury high rise condominium is elegant and inviting! Beautiful furnishings. Views from every room to the East and West!! King bed in the master with flat screen tv, walk in closet with, spacious bath with roman tub. 2nd bedroom has been furnished with twin beds, has its own private lanai to...
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    Estero, Southwest Gulf Coast 33928
    Holiday Rental House - 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
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    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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    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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Sun, Fun, Golf, Beach!!!! Fountain Lakes Community1 / 13
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
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    • Balcony
    • Waterfront
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 5, 2015
    We loved this condo as it was very comfortable and cozy. It was literally across the street from a wonderful mall if shopping is your thing, close to beaches, close to Naples...
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    About this property
    White sand beaches and jewel blue water in beautiful Estero, Florida. Estero is nestled halfway between Fort Myers and Naples. Some of the best public golf courses in southwest Florida are close at hand including Bonita Fairways Golf Club, Villages of Country Creek Golf Club, Stoneybrook Golf...
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    Location Information
    Estero, Southwest Gulf Coast 33928
    Condo/Apartment - 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
    • Secure Parking
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    • Private Outdoor Pool (Heated)
    • Private Garden
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    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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Waterfront
    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Custom home in Grand Estate at Grandezza club membership available. This Estero Manor overlooks the fairways at Club of Grandezza through floor to ceiling windows and is complete with a pool table, formal dining room, a large master suite, and a screened in heated pool and hot tub. Located in a...
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    Estero, Southwest Gulf Coast 33928
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Sauna
    • Hot Tub
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Note: currently accepting only 4-month or longer rental applications... Will accept 3-month rental applications as of 10/1/2018** Miromar Lakes, FL -- voted the #1 Residential Community in the entire United States for 2011, 2014 Silver award One of the best views in Miromar Lakes. This 3...
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    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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    Estero, Southwest Gulf Coast 33928
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    5 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
    • Private Garden
    • 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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    Estero, Southwest Gulf Coast 33928
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 16
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