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Holiday Rentals near Times Square

Estero Blvd, Fort Myers Beach, Florida 33931
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    Travellers to Fort Myers Beach are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 1,188 Rentals in Fort Myers Beach
    Casa Mia Beach House STR# 20-00431 / 73
    (18)Excellent
    0.5 kilometres from Times Square
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Gulfview paradise1 / 15
    (1)Excellent
    0.5 kilometres from Times Square
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Anchorage Palms I: Spacious 3BR/3BA, Short Walk to Fort Myers Beach1 / 25
    (1)Excellent
    0.2 kilometres from Times Square
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    THE PARADISE COTTAGE-  Exclusive location!1 / 30
    (26)Excellent
    0.2 kilometres from Times Square
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
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    Reviewed 22 June 2021
    My family and I spent a wonderful week at paradise cottage. The outdoor amenities were fantastic. We really enjoyed the pool, the bar, and the Tiki hut. The cottage was...
    Reviewed 2 January 2020
    This beautiful pet friendly house made our Christmas 2019 special! A five minute walk to Fort Myers Beach’s white sand, trolly pick up/drop off, and a 25 minute walk to Time...
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    About this property
    Beautiful Key West style cottage is located just steps to the Gulf of Mexico and the beautiful islands of Sanibel and Captiva. This classic beach cottage features four bedrooms and two full baths with a free form heated pool. Enjoy the benefits of this neighborhoods private beach access and...
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    Fort Myers Beach, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
    Beachfront, Spectacular Views and Sunsets, Bright Corner Condo, Great Location!1 / 33
    (22)Excellent
    0.4 kilometres from Times Square
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Beachfront right on the sand! (20-0192)1 / 18
    (25)Excellent
    2.6 kilometres from Times Square
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    GIGA-HOMES 'ALBATROSS at the Beach' Waterfront NEW1 / 24
    (9)Very good
    3.3 kilometres from Times Square
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Breathtaking Sunset Gulf Views Await!1 / 18
    (8)Excellent
    3.2 kilometres from Times Square
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    25% OFF 4/18 - 11/12/21! Stunning Remodeled Island Winds 10TH Floor1 / 20
    (3)Excellent
    3.1 kilometres from Times Square
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    25% OFF 4/18 - 11/12/21! Island Winds Remodeled!!-Click for reviews!1 / 15
    (4)Excellent
    3.2 kilometres from Times Square
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Location Information
    Fort Myers Beach, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    25% OFF 4/18 - 11/12/21! Gorgeous Remodeled Island Winds Unit1 / 15
    (3)Very good
    3.2 kilometres from Times Square
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Fort Myers Beach, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Sea Esta Whole House- Gulf View Pool House, Steps from the Beach!1 / 28
    (13)Excellent
    2.4 kilometres from Times Square
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    FREE seasonal cabana! 6th floor at Island Winds - Click for reviews!1 / 18
    (6)Very good
    3.2 kilometres from Times Square
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    25% OFF 4/18/ - 11/12/21! Updated Island Winds - Click for reviews!1 / 17
    (7)Excellent
    3.2 kilometres from Times Square
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Location Information
    Fort Myers Beach, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    4.3 kilometres from Times Square
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Fort Myers Beach, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Beautiful Sandarac 2BR 2BA Gulf Front w/Magnificent Sunsets, Fully Renovated1 / 17
    (2)Excellent
    3.6 kilometres from Times Square
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Location Information
    Fort Myers Beach, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Just steps to 5 miles of beautiful Fine White Sand1 / 14
    (9)Excellent
    3.7 kilometres from Times Square
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Housekeeping Included
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    Fort Myers Beach, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    LOCATION, LOCATION, LOCATION--The Best of FMB!1 / 18
    (8)Excellent
    4.0 kilometres from Times Square
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    2.7 kilometres from Times Square
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Fort Myers Beach condo, 3rd floor, privately owned 2 bedrooms, 2 bathrooms1 / 14
    (11)Excellent
    1.0 kilometres from Times Square
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Coral Cottage - Cute & Cozy 2 BR Home- Walking distance to beach and shops!1 / 17
    (10)Very good
    2.5 kilometres from Times Square
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Location Information
    Fort Myers Beach, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Wild Wave Resort #11 lower unit1 / 6
    (11)Average
    0.5 kilometres from Times Square
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Wild Wave Resort #1 Large 2 Bedroom1 / 5
    (9)Average
    0.6 kilometres from Times Square
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    #901 Lovers Key Beach Club1 / 24
    (3)Very good
    6.2 kilometres from Times Square
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Location Information
    Fort Myers Beach, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    0.0 kilometres from Times Square
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Hibiscus Hideaway is a beautiful 2 bedroom, 2.5 bath pool home on Fort Myers Beach. Located directly across the street from the Gulf of Mexico! A day bed in the den provides accommodations for 6 people. Amenities include the private pool, large patio area and shuffleboard court! **Pets are...
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    Fort Myers Beach, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    2.2 kilometres from Times Square
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    0.0 kilometres from Times Square
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Enjoy Gulf views directly across the street from the beach! This 3 bedroom 2 bath vacation home in desirable Fort Myers Beach is literally seconds to the beach! Wake up to views of the beach and Gulf or sit outside and enjoy the views from your spacious front deck. The beach access is directly...
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    Fort Myers Beach, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Gorgeous beach condo w/ a full kitchen, shared pool, & ocean access!1 / 31
    (29)Very good
    4.2 kilometres from Times Square
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Fort Myers Beach, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Fort Myer's Beach—Private, Heated Pool—2 Min Walk to Beach—5 Bdrms—3.5 Baths1 / 50
    (137)Excellent
    0.2 kilometres from Times Square
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    **GULF FRONT BREEZY BEACH COTTAGES** TOP 20 BEST COTTAGES IN COUNTRY!!1 / 26
    (53)Excellent
    0.3 kilometres from Times Square
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Sea La Vie is a breathtaking 2BR/2BA condo directly on the beach. Mid Island FMB1 / 50
    (89)Excellent
    0.8 kilometres from Times Square
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Beachfront condo with ocean view. Renovation is complete!1 / 30
    (56)Very good
    4.0 kilometres from Times Square
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    6.2 kilometres from Times Square
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Aloha - Pet-Friendly Fort Myers Beach Pool House1 / 25
    (27)Very good
    0.6 kilometres from Times Square
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Harbor Bayview SLEEPS 8 ~ PRIME LOCATION ~ BRAND NEW POOL HOME!1 / 45
    (45)Excellent
    3.4 kilometres from Times Square
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Your perfect beach getaway! Pool, Tiki Bar, Beachside, Ocean!1 / 42
    (73)Excellent
    2.5 kilometres from Times Square
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Best Location on FMB! WALK EVERYWHERE, Beach, times square1 / 25
    (62)Excellent
    3.4 kilometres from Times Square
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    GORGEOUS GULF FRONT Apartment - FRONT ROW - LIVE THE BEACH LIFE!1 / 27
    (97)Very good
    0.7 kilometres from Times Square
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Condo/Apartment - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    The dream vacation home  5 STAR CONDO * 3 STAR PRICE1 / 29
    (27)Very good
    4.0 kilometres from Times Square
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    DIRECT OCEAN FRONT!!1 / 19
    (2)Excellent
    1.1 kilometres from Times Square
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Spectacular Beach Cottage, Pet Friendly, Gulf Views, Great for Families1 / 17
    (45)Very good
    1.3 kilometres from Times Square
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Back Bay on the Island / Fish House1 / 43
    (41)Excellent
    2.4 kilometres from Times Square
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Just a short walk to the Beach1 / 47
    (17)Excellent
    3.0 kilometres from Times Square
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Love The Quiet Of The Beach with The Convenience Of Town?  Our Place Is For You!1 / 49
    (19)Very good
    2.6 kilometres from Times Square
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Steps away from the sugar white sands and blue water!!1 / 27
    (76)Excellent
    1.5 kilometres from Times Square
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Casa Corine - 6 bed, 4.5 bath, sleeps 15, 2 minute walk to beach1 / 42
    (23)Very good
    2.6 kilometres from Times Square
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Location Information
    Fort Myers Beach, Southwest Gulf Coast
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
    Relaxing Ft. Myers Beachfront Condominium1 / 10
    (57)Excellent
    1.0 kilometres from Times Square
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Fort Myers Beach, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    NEW-Fantastic Villa- big big big pool area- Riverview- only seconds to the River1 / 36
    (42)Excellent
    9.5 kilometres from Times Square
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Fort Myers Beach, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    REEF OF PARADISE-OCEAN VIEWS, LUXURY POOL HOME1 / 40
    (48)Excellent
    1.5 kilometres from Times Square
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Location Information
    Fort Myers Beach, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    6.3 kilometres from Times Square
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Location Information
    Fort Myers Beach, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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