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Holiday Rentals with Pools in Estero

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    Travellers to Estero are booking November dates now. Secure your holiday rental today, and have the perfect trip.
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    1 / 12
    4 of 5 stars (1) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    5 of 5 stars (7) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    1 / 19
    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    1 / 18
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Stereo System
    • Satellite TV
    • Washer
    • Shared Tennis Court
    • Hot Tub
    • Water Views
    • DVD Player
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    About this property
    This beautiful, professionally decorated villa has 2 bedrooms and 2 bathrooms. The den area in this open concept villa has a queen sized pull out sofa bed that sleeps an additional 2 people. The master suite has a king size bed, walk in closet and an ensuite bathroom. The second bedroom has two... View all property information
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    Estero, Southwest Gulf Coast 33928 4289
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    $137
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    1 / 26
    5 of 5 stars (2) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Internet Access
    • Washer
    • DVD Player
    • Gym
    • Hot Tub
    • Dryer
    • Satellite TV
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    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.... View all property information
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    Estero, Southwest Gulf Coast 33928
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    $533
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    1 / 8
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Washer
    • Waterfront
    • Air Conditioning
    • Hot Tub
    • Gym
    • Internet Access
    • Water Views
    • Shared Indoor Pool
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    About this property
    Enjoy the Italian Riviera in Southwest Florida. Our luxury condominium available for seasonal rentals in RAPALLO At Coconut Pt., Estero... 2 large bedrooms, 2 large baths, , Lanai overlooking water... 1966 sq. feet of living space, 2 car garage, fully stocked kitchen & more. 15 minutes to Gulf... View all property information
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    Estero, Southwest Gulf Coast 33928
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    $120
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    1 / 13
    5 of 5 stars (8) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Shared Outdoor Pool...
    • Washer
    • Gym
    • Satellite TV
    • Air Conditioning
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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... View all property information
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    Location Information
    Estero, Southwest Gulf Coast 33928
    5 of 5 stars Reviewed 6 March 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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    $120
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    1 / 8
    4 of 5 stars (1) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Washer
    • DVD Player
    • TV
    • Shared Outdoor Pool...
    • Shared Tennis Court
    • Gym
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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... View all property information
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    Location Information
    Estero, Southwest Gulf Coast 33928
    4 of 5 stars Reviewed 28 January 2015
    Great value, cozy and convenient to local venues really enjoyed our stay and will likely return at a later date
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    $9,057
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    1 / 8
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Children's Pool
    • Wi-Fi
    • Sauna
    • Ping Pong Table
    • Shared Tennis Court
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
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    Location Information
    Estero, Southwest Gulf Coast 33913
    From
    $393
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    1 / 26
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Playground
    • Hot Tub
    • Air Conditioning
    • Children's Pool
    • Shared Tennis Court
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Your leisure/golf/beach/shopping/DREAMS await you in this tastefully newly renovated and newly furnished 2 bedroom 2nd floor condo. The condo features new stunning ceramic floors throughout (allergy free environment). Open concept easy to maintain. The furniture is all top designer and tastefully... View all property information
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    Location Information
    Estero, Southwest Gulf Coast 33928
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    $133
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    1 / 10
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Dryer
    • Washer
    • Satellite TV
    • Air Conditioning
    • Shared Outdoor Pool...
    • Wi-Fi
    • Gym
    • Shared Tennis Court
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    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... View all property information
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    Location Information
    Estero, Southwest Gulf Coast 33928
    5 of 5 stars Reviewed 6 March 2015
    Well appointed condo on a lovely complex. its the second time we've stayed on fountain lakes .love the golf course and gym, basketball and tennis courts. the condo has everything...
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    $1,165
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    1 / 33
    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • Stereo System
    • Watersports Nearby
    • DVD Player
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    NEW LISTING on this site. APRIL 25, 2015 so we don't yet have reviews here yet. However, we do have a bookfull of excellent reviews to share. Many references! Safe, Gated, Centrally Located Heated Pool/ Jacuzzi Home near Beach, Restaurants, Shopping, Naples, Fort Myers, Nature and Entertainment... View all property information
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    Location Information
    Estero, Southwest Gulf Coast 33928
    5 of 5 stars Reviewed 18 June 2015
    My wife and I have just spent 10 glorious days at this excellent villa. We have stayed in several villas in the Naples area but this is the only one we would return to. It is...
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    $9,323
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    1 / 19
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Gym
    • Shared Outdoor Pool...
    • Satellite TV
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This luxury high rise condominium is elegant and inviting! King bed in the master with flat screen tv, walk in closet with, spacious bath with roman tub. 2nd bedroom has been furnished with a Queen bed, has it's own private lanai to the east. 3rd bedroom has been furnished as a den with a queen... View all property information
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    Location Information
    Estero, Southwest Gulf Coast
    From
    $2,331
    / Month
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    1 / 23
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool...
    • Satellite TV
    • Dryer
    • Internet Access
    • DVD Player
    • Garage
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This inviting and spectacular home was built to please with tall ceilings, granite counters, stainless steel appliances, flat-screen televisions, tile flooring, plantation shutters, and so much more! Encompassing 2,878 square feet with a desirable split floor plan, this home features three bedrooms... View all property information
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    Location Information
    Estero, Southwest Gulf Coast 33928
    From
    $3,996
    / Month
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    1 / 15
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This upscale, interior decorator furnished throughout, 3rd floor corner unit with 2BR/2BA, has breathtaking views of a Federal nature preserve and the entire 9th hole. Floor to ceiling glass windows enclose the terrace room under air, or not, as you like it. The kitchen pillar has been removed to... View all property information
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    Location Information
    Estero, Southwest Gulf Coast 33928
    From
    $731
    / Week
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    1 / 19
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Wi-Fi
    • There Are Tennis...
    • Air Conditioning
    • Towels Provided
    • Watersports Nearby
    • Linens Provided
    • Parking
    • Shared Garden
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Nicely furnished first floor 2 BR + Den coach home with an amazing lake view! Inviting clubhouse with pro shop, formal and casual dining, bar and grille room. tennis center with six har-tru courts. Newly renovated River Club is a casual eatery with indoor/outdoor dining overlooking the Estero... View all property information
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    Location Information
    Estero, Southwest Gulf Coast 33928
    From
    $1,199
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    1 / 7
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Ping Pong Table
    • Air Conditioning
    • Hot Tub
    • Game Room
    • Shared Tennis Court
    • Watersports Nearby
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Rented from January 1, 2016 through April 1, 2016 One bedroom, one bath Park Model mobile home rental available May 1, 2015 through December 15, 2015. Sleeps 4-5. $1200.00 per month. Includes free Comcast cable, water, sewer, use of Olympic size pool. Miniature Golf, Olympic size, workout room... View all property information
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    Location Information
    Estero, Southwest Gulf Coast 33928
    From
    $2,930
    / Month
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    1 / 23
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Dryer
    • Air Conditioning
    • Shared Tennis Court
    • Water Views
    • Gym
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Nicely furnished first floor coach home with an amazing lake view! Inviting clubhouse with pro shop, formal and casual dining, bar and grille room. tennis center with six har-tru courts. Newly renovated River Club is a casual eatery with indoor/outdoor dining overlooking the Estero River. Enjoy... View all property information
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    Location Information
    Estero, Southwest Gulf Coast 33928
    From
    $2,797
    / Month
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    1 / 23
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Internet Access
    • Satellite TV
    • DVD Player
    • Washer
    • Linens Provided
    • Air Conditioning
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enjoy fabulous panoramic views of lake & golf course from this 2 BD/2BA condo in Pelican Sound Golf & River Club. Don't miss this beautiful & well cared for property offering volume ceilings, tile on the diagonal, Corian counter tops & raised panel white cabinets. Plus it's just steps to two pools,... View all property information
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    Location Information
    Estero, Southwest Gulf Coast
    From
    $1,731
    / Month
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    1 / 5
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Shared Outdoor Pool...
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Charming two bedroom, two bath condominium in award winning community of Bella Terra. Over 1300 sq. ft. under air, this split floor plan - First floor residence. This unit is Painted with all neutral tones throughout. Easy to personalize and move in ready! Bella Terra amenities include, resort... View all property information
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    Location Information
    Estero, Southwest Gulf Coast