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Holiday Rentals with Pools in Cortez

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    Travellers to Cortez are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    25 Matching Rentals in CortezView all 41 rentals
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Bay View Inn 202 Come revel in casual style and a laid-back attitude when you stay in this charming one-bedroom Bradenton Beach condo. You'll enjoy access to a shared pool and a great location mere blocks from Anna Maria Island's pristine beaches. The free trolley also stops only a short walk away,...
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    34217, Cortez, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
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    Sweet Dreams Sweet Dreams is the lower left unit of four units of Beach Dreams, this Bradenton Beach condo is placed near it all! You'll be able to enjoy your stay a number of ways, whether relaxing on the patio to take in the island breeze or watching the properties large TV. This unit even has...
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    34217, Cortez, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Dream Boat Dream Boat has a top left balcony of four units of Beach Dreams, this Bradenton Beach condo is placed near it all! You'll be able to enjoy your stay a number of ways, whether relaxing on the near by beach, or enjoying the overlooking view of the the Gulf Of Mexico. This unit even has...
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    34217, Cortez, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
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    Pet friendly
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    Bermuda Bay Club 24 Bermuda Bay Club 24 is an excellent Anna Maria Island beach rental for a relaxing stay in paradise. Located just blocks from downtown Bradenton Beach, Florida, this townhome community offers an exclusive feel with all the amenities you expect from a beach resort, including a...
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    34217, Cortez, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
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    Sunset Villa 2 This Bradenton Beach rental makes an excellent location for an island getaway, with a location only a short walk from the beach ( just across the street)! You can enjoy a swim in the shared, heated pool, or relax outside - the lanai offers a great view of the Gulf of Mexico beaches....
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    34217, Cortez, Florida
    Holiday Rental House - 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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    • Private Outdoor Pool (Heated)
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    • Private Garden
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    Pet friendly
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    Smoking allowed
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    Beach Nestaway Make your stay on Anna Maria Island ideal with this adorable three-bedroom home featuring a private pool and spa, easy walking distance to the beach, and space to park two cars. Updated amenities and a modern beach theme combined with distressed furnishings create a luxurious yet...
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    34217, Cortez, Florida
    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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    • Patio
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    • Waterfront
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
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    Runaway Bay 273 Situated in the peaceful Runaway Bay Club community, this lovely condo is just a block from Gulf beaches and boasts the largest heated pool on Anna Maria Island. With views of the pool and bay from your screened lanai, on-site tennis courts, and a fantastic central island location,...
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    34217, Cortez, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Perico Circle This water front home is a great place to stay for your Florida vacation. Fit for families, the home boasts high ceilings, open concept living and high-end furnishings with a gourmet kitchen and luxury baths. During your stay, make use of the fitness center amenities, equipped with...
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    34209, Cortez, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Waterfront
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Longboat Pass Panorama Located at the north end of Longboat Key, this spacious townhome offers everything you're looking for in a vacation home! With stunning Gulf views from the living room and the master bedroom, a full kitchen equipped with all of the essentials, and one covered parking space,...
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    34228, Cortez, Florida
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • Hot Tub
    • Terrace
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    Manatee's Passage *Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions. You’ll fall in love with Florida living when you stay at this gorgeous vacation rental in Perico Bay Club. Come for the sun - stay...
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    34209, Cortez, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
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    Runaway Bay 256 Runaway Bay Club 256 is the perfect destination for a romantic couple's getaway. Walk to the beach and enjoy many fantastic community amenities too (like a shared pool and tennis). A spacious one-bedroom Anna Maria Island vacation condo, this home will have you and your special...
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    34217, Cortez, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Bay View Inn ******* 2nd St Make your Anna Marie getaway stress-free when you stay in this comfy, inviting one-bedroom condo on Bradenton Beach. Not only will you have access to a shared pool and patio, you'll also enjoy close proximity to the beach, dining, and island culture. You'll be...
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    34217, Cortez, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Grill
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    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    A Pirate's Cove Make your stay on Anna Maria Island ideal with this adorable two-bedroom vintage cottage featuring a private pool, easy walking distance to the beach, and space to park two cars. You'll be located between Holmes Beach and Bradenton Beach and just one block from beautiful, sandy...
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    34217, Cortez, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
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    • Ocean Views
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Sunset Villa 3 This two-bedroom, Bradenton Beach rental is perfect for a relaxing getaway. Walk across the road to the beach, swim in the shared, heated pool, or stay in and enjoy your charming, multi-level condo with a full kitchen and screened, furnished lanai offering gorgeous views of the Gulf...
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    34217, Cortez, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    • Waterfront
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    • DVD Player
    • Ocean Views
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Sunset Terrace 206 Plan your next vacation on the beach at Sunset Terrace 206. Direct views of sugar fine white sand and clear blue gulf waters make this an ideal Florida beach rental. Not only is this second-level condo right on the beach, but you’ll find a heated community pool and nearby...
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    34217, Cortez, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Bay View Inn 201 Make your Bradenton Beach vacation one to remember when you stay in this stylish, fun condo with a shared pool and easy access to the beach, restaurants, and shops. Park your car in your assigned spot, drop off your bags inside, and head to the gorgeous sandy Gulf of Mexico...
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    34217, Cortez, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Air Conditioning
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    • Patio
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Runaway Bay 158 Whether you need some me-time by the beach or want to treat your special someone to a romantic Gulf getaway vacation, this first-floor Bradenton Beach condo comes complete with everything you need for an unforgettable vacation. This beach condo is directly across the street (a...
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    34217, Cortez, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vacation to the perfect spot on Anna Maria Island! The two bathroom and two bathroom condo is only steps away from beach and centrally located on the renown Anna Maria Island. When you are not at the beach enjoying the warm tranquility waters of the Gulf of Mexico, relax at this updated condo with...
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    34217, Cortez, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand New! Newly remodeled! Escape to this beach bungalow on the beautiful desirable Anna Maria Island. This beach bungalow is nestled away in a quiet neighborhood centrally located on Anna Maria Island. The property was recently completely remodeled and everything is brand new! Only a five...
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    34217, Cortez, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Vacation to the perfect quiet spot on Anna Maria Island! The newly remodeled two bathroom and one bathroom condo is only steps away from beach and centrally located on the renown Anna Maria Island. When you are not at the beach enjoying the warm tranquility waters of the Gulf of Mexico, relax at...
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    34217, Cortez, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
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    • Shared Outdoor Pool (Unheated)
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    • Internet Access
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Spoonbill, this beautiful two bedroom two bath villa is located in Perico Bay. With just a short drive to the white sand beaches of Anna Maria Island this property is sure to impress. This unit offers everything that you wish for in order to make you feel right at home. Relax and sunbath...
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    34209, Cortez, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 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
    The ultimate Sunshine State retreat awaits you at this charming condo in North Bradenton Beach! Featuring 2 bedrooms and 2 baths, this waterfront home base comfortably accommodates up to 6 guests. Pack the sunscreen and get ready for a memorable stay with family or friends at the Gulf condo. Look...
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    34217, Cortez, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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