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Holiday Rentals with Pools in Pelican Bay

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    40 Matching Rentals in Pelican BayView all 48 rentals
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    About this property
    Perfect Naples vacation spot! Comfortable suites, full service (including daily housekeeping, free breakfast and free laundry facilities) and great on site amenities will make your vacation complete and revitalizing! Accommodates up to 12 guests (6 in each unit). The price is for BOTH units....
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    Pelican Bay, Florida 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 12
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    Pet friendly
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    Smoking allowed
    About this property
    Perfect Naples vacation spot! Comfortable suites, full service (including daily housekeeping, free breakfast and free laundry facilities) and great on site amenities will make your vacation complete and revitalizing! Accommodates up to 12 guests (6 in each unit). The price is for BOTH units....
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    Pelican Bay, Florida 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 12
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    Pet friendly
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    Smoking allowed
    About this property
    Perfect Naples vacation spot! Comfortable suites, full service (including daily housekeeping, free breakfast and free laundry facilities) and great on site amenities will make your vacation complete and revitalizing! Accommodates up to 12 guests (6 in each unit). The price is for BOTH units....
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    Pelican Bay, Florida 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 18 Quick View
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    Perfect Naples vacation spot! Comfortable suites, full service (including daily housekeeping, free breakfast and free laundry facilities) and great on site amenities will make your vacation complete and revitalizing! Accommodates up to 18 guests (6 in each unit). The price is for THREE units....
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    Pelican Bay, Florida 34103
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 18
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    • Cable/satellite TV
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    Pet friendly
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    About this property
    Perfect Naples vacation spot! Comfortable suites, full service (including daily housekeeping, free breakfast and free laundry facilities) and great on site amenities will make your vacation complete and revitalizing! Accommodates up to 18 guests (6 in each unit). The price is for THREE units....
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    Pelican Bay, Florida 34103
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 18
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
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    Pet friendly
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    About this property
    Escape to our elegant and spacious 2 bedroom deluxe suite, located in central Naples and backing on to a central lake! Take a stroll along the gorgeous walkway along the lake, before heading to bustling 5th ave for the best shopping, dining and attractions on offer. Other features you'll love: •...
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    Pelican Bay, Florida 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect Naples vacation spot! Comfortable 2BR, full service and great on site amenities will make your vacation complete and revitalizing! Accommodates up to 6 guests. Enjoy a sunny day by the pool with the poolside Tiki bar serving delicious refreshing drinks. Go out for dinner in Downtown...
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    Pelican Bay, Florida 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect Naples vacation spot! Comfortable 2BR, full service and great on site amenities will make your vacation complete and revitalizing! Accommodates up to 6 guests. Enjoy a sunny day by the pool with the poolside Tiki bar serving delicious refreshing drinks. Go out for dinner in Downtown...
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    Pelican Bay, Florida 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect Naples vacation spot! Comfortable 2BR, full service and great on site amenities will make your vacation complete and revitalizing! Accommodates up to 6 guests. Enjoy a sunny day by the pool with the poolside Tiki bar serving delicious refreshing drinks. Go out for dinner in Downtown...
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    Pelican Bay, Florida 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect Naples vacation spot! Comfortable suites, full service (including daily housekeeping, free breakfast and free laundry facilities) and great on site amenities will make your vacation complete and revitalizing! Accommodates up to 8 guests (4 in each unit). The price is for BOTH units....
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    Pelican Bay, Florida 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect Naples vacation spot! Comfortable suites, full service (including daily housekeeping, free breakfast and free laundry facilities) and great on site amenities will make your vacation complete and revitalizing! Accommodates up to 8 guests (4 in each unit). The price is for BOTH units....
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    Pelican Bay, Florida 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    • Hot Tub
    • Wi-Fi
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect Naples vacation spot! Comfortable suites, full service (including daily housekeeping, free breakfast and free laundry facilities) and great on site amenities will make your vacation complete and revitalizing! Accommodates up to 8 guests (4 in each unit). The price is for BOTH units....
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    Pelican Bay, Florida 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Grill
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect Naples vacation spot! Comfortable 2BR, full service and great on site amenities will make your vacation complete and revitalizing! Accommodates up to 12 guests (6 in each unit). The price is for BOTH units.. Enjoy a sunny day by the pool with the poolside Tiki bar serving delicious...
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    Pelican Bay, Florida 34103
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    • Wi-Fi
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    • Balcony
    • Grill
    • Patio
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect Naples vacation spot! Comfortable 2BR, full service and great on site amenities will make your vacation complete and revitalizing! Accommodates up to 12 guests (6 in each unit). The price is for BOTH units.. Enjoy a sunny day by the pool with the poolside Tiki bar serving delicious...
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    Pelican Bay, Florida 34103
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    • Wi-Fi
    • Patio
    • Hot Tub
    • Balcony
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect Naples vacation spot! Comfortable 2BR, full service and great on site amenities will make your vacation complete and revitalizing! Accommodates up to 12 guests (6 in each unit). The price is for BOTH units.. Enjoy a sunny day by the pool with the poolside Tiki bar serving delicious...
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    Pelican Bay, Florida 34103
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 bed 2 bath | Lakefront property. *  Pets allowed with a pet fee of $250 and please ask management WATER, WATER EVERYWHERE - NAPLES POOL HOME ON PRIVATE LAKE This property gives the feel of a private resort with abundant tropical foliage and fruit trees. An inground screened pool...
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    Pelican Bay, Florida 34103
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Palm Frond Ranch This two-bedroom, ranch-style Naples home is perfect for a family getaway to Florida's beautiful Suncoast. It features a private hot tub, a screened-in pool, and room for up to six guests! The location affords quick access to beaches (nearest is Clam Pass Park, one mile west),...
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    Pelican Bay, Florida 34103
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    Perfect Naples vacation spot! Comfortable suite, full service (including daily housekeeping, free breakfast and free laundry facilities) and great on site amenities will make your vacation complete and revitalizing! Accommodates up to 4 guests. Start your morning with a complimentary hot...
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    Pelican Bay, Florida 34103
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Pet friendly
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    Smoking allowed
    About this property
    Perfect Naples vacation spot! Comfortable suite, full service (including daily housekeeping, free breakfast and free laundry facilities) and great on site amenities will make your vacation complete and revitalizing! Accommodates up to 4 guests. Start your morning with a complimentary hot...
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    Pelican Bay, Florida 34103
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect Naples vacation spot! Comfortable suite, full service (including daily housekeeping, free breakfast and free laundry facilities) and great on site amenities will make your vacation complete and revitalizing! Accommodates up to 4 guests. Start your morning with a complimentary hot...
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    Pelican Bay, Florida 34103
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect Naples vacation spot! Comfortable suite, full service (including daily housekeeping, free breakfast and free laundry facilities) and great on site amenities will make your vacation complete and revitalizing! Accommodates up to 4 guests. Start your morning with a complimentary hot...
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    Pelican Bay, Florida 34103
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect Naples vacation spot! Comfortable suite, full service (including daily housekeeping, free breakfast and free laundry facilities) and great on site amenities will make your vacation complete and revitalizing! Accommodates up to 4 guests. Start your morning with a complimentary hot...
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    Pelican Bay, Florida 34103
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect Naples vacation spot! Comfortable suite, full service (including daily housekeeping, free breakfast and free laundry facilities) and great on site amenities will make your vacation complete and revitalizing! Accommodates up to 4 guests. Start your morning with a complimentary hot...
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    Pelican Bay, Florida 34103
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect Naples vacation spot! Comfortable 1BR, full service and great on site amenities will make your vacation complete and revitalizing! Accommodates up to 4 guests. Enjoy a sunny day by the pool with the poolside Tiki bar serving delicious refreshing drinks. Go out for dinner in Downtown...
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    Pelican Bay, Florida 34103
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect Naples vacation spot! Comfortable 1BR, full service and great on site amenities will make your vacation complete and revitalizing! Accommodates up to 4 guests. Enjoy a sunny day by the pool with the poolside Tiki bar serving delicious refreshing drinks. Go out for dinner in Downtown...
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    Pelican Bay, Florida 34103
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect Naples vacation spot! Comfortable 1BR, full service and great on site amenities will make your vacation complete and revitalizing! Accommodates up to 4 guests. Enjoy a sunny day by the pool with the poolside Tiki bar serving delicious refreshing drinks. Go out for dinner in Downtown...
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    Pelican Bay, Florida 34103
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Feature: Property in a holiday complex (10 building(s) in total, 85 units in total). Access/parking: parking on the road near the house. Estate (shared use): approx. 30 ha, closed plot (electric entrance gate with code), trees, garden, lawn. Pool (shared use): 20.0 x 7.0 m, open all year, heated...
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    Pelican Bay, Florida 34105
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Peace on Pompei Experience refined touches and rich amenities, all with uncompromised privacy, at this secluded, single level, family home. Your Florida retreat comes complete with four flatscreen TVs and a private, two car garage, as well as a fully furnished lanai with an outdoor pool, gas grill,...
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    Pelican Bay, Florida 34103
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Hot Tub
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    • Shared Outdoor Pool (Unheated)
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sandy Shores This gorgeous, waterfront condo is a perfect spot for you and your loved ones to get away for a while. Guests at this rental will enjoy access to a shared swimming pool and hot tub, so you won't need to go far to start relaxing! This condo comes with a well-equipped, full kitchen to...
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    Pelican Bay, Florida 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Summer Delight Enjoy this beautiful, waterfront condo for your next getaway. Boasting gorgeous views, this charming rental is perfect for couples looking to escape! Guests will have access to the shared pool, hot tub, and other amenities on-site, including the Island Gypsy Poolside Cafe at Park...
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    Pelican Bay, Florida 34103
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Private Outdoor Pool (Heated)
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    • Internet Access
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax or play in this incredibly spacious and comfortable home. 2000 sq.ft. total. The eclectic decor of this home adds to the warmth and character you will feel as you enjoy your stay here. 6 TV's, 1 Blu Ray and 1 VCR 2 TV's in living, one with VCR and other with Blu Ray, another on lanai,...
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    Pelican Bay, Florida 34109
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    • Sauna
    • Wi-Fi
    • Ocean Views
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Luxury beachfront condo with all the top amenities. Gulf views from every room! Heated pool with cabana bar, Jacuzzi hot tub, 2 outdoor BBQ grills, outdoor fire place, raised sundeck, fitness center, Pool Table, tennis courts, 24 hour front desk. Master bedroom with en suite bathroom with tub and...
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    Pelican Bay, Florida 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Naples Cay #1103 - Stunning Beachfront Designer Renovated Condo1 / 30
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Enjoy spectacular sunsets while sipping a glass of wine from your balcony listening to the surf roll-in at the Club at Naples, Cay, just steps away from the beautiful white sandy beaches of the tranquil Gulf of Mexico. Naples Cay is a private, guard-gated community nestled between Park Shore and...
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    Pelican Bay, Florida 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
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    newly available - 55 and over winter rental. You are steps from the pool, less than 3 miles from the beach and an easy stroll to shopping and restaurants from this 2nd floor corner unit of Forest lakes Condominiums, a 55 and old community with tons of activities. Organized cards, shuffleboard,...
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    Pelican Bay, Florida 34105
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Private Outdoor Pool (Unheated)
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    Take some PTO and pack your bags for a trip to the Florida coast! This 3-bedroom, 2-bathroom Naples vacation rental house features a private pool, screened-in lanai, and all the amenities necessary to host a family trip, getaway with friends, or any group of 8 guests. Located in the sought-after...
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    Pelican Bay, Florida 34103
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    This freshly renovated, sunny vacation rental condo is the perfect spot to unwind in a tropical paradise. Perfect for those looking to be active, relax, or go to the beach! Located at the World Tennis Club, you'll enjoy access to swimming pools, a hot tub, a poolside cafe, and tennis courts. This...
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    Pelican Bay, Florida 34105
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Fabulous Naples home right in the heart of one of Naples best neighborhoods provides an elegant retreat for the guests staying here. This home is spacious and elegant. Guests have access to a private beach park with picnic tables, shaded benches, tiki hut, rinse showers, free parking and rest...
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    Location Information
    Pelican Bay, Florida 34103
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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