Vacation Rentals With Pool


Properties Available 70 properties available
What a view! Westbay 133 is a stunning 3-bedroom, 3-bath, ground floor condo that has been fully renovated and remodeled. The sleek design in combination with the wonderful Bay views will make this holiday the best one yet! Relax and watch the world go by at Island pace. Westbay 133 is an end ground floor unit which is light, bright, and beautifull
Hot HOT 16
West Bay Point Moorings 133
Condo
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Pool pool
Rating 5 (1)
Welcome to "Spring Break"! This property is located on the North end of the Anna Maria Island and has a wonderful private, heated pool. Conveniently close to the beach to enjoy the sunset view from the front porch and a short walk of 176 yards to the white sand of the Gulf of Mexico. Just pass a few homes and stick your toes in the water or dine at
Hot HOT 42
Spring Break
Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Pool pool
Rating 5 (7)
Gulf Watch 112 is a completely updated 2-bedroom 2-bathroom gulf to bay condo located in the Gulf Watch condo community. Gulf Watch is a beautifully maintained complex boasting a sparkling heated pool all-year round. This condo is located in Bradenton Beach and is only a few steps away from the beach, shopping, and dining. HIGHLIGHTS • Waterfront
Hot HOT 15
Gulf Watch 112
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Pool pool
Rating 5 (4)
This beautiful, brand-new luxury pool home is one of a kind in a secluded prestigious North end location directly on the canal with 100 feet of waterfront and is just a short walk from Pine Avenue's shops and restaurants. It is a short straight shot bike ride (2 minutes by golf cart) to the beautiful beach at Bean Point. Escape into this home's bac
Hot HOT 30
Our Great Escape
Home
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Pool pool
Rating 5 (8)
Casual yet luxurious, this three-bedroom duplex with a private, heated pool and close proximity to the beach is the perfect choice for vacationers to relax and unwind when visiting Anna Maria Island. Your favorite dog is also invited for a small pet fee (30 lbs. max, please!). Sapphire Beach House is located two blocks from the powdery sand on Holm
Hot HOT 31
Sapphire Beach House
Duplex - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Pool pool
Rating 5 (5)
Welcome to The Beach House! Amazing Northern end, luxury home sitting on the Gulf of Mexico with a pool! Directly on the Gulf of Mexico, north of Pine Avenue on beautiful Anna Maria Island, The Beach House is a spectacular beach retreat. Looking like an Old Florida beach house on the outside, the interior has been remodeled to make a stunning, comf
Hot HOT 48
The Beach House
Home
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Pool pool
Rating 5 (3)
The Terrace 3 invites to a great Island vacation! This beautiful, newly renovated 2-bedroom, 2-bath townhouse style condo sleeps up to five. Traveling couple will enjoy the two queen beds. This resort is located on the west side of Gulf Drive, so there are no busy streets to cross on the short walk to the beach. After a day at the beach relax at th
Hot HOT 15
The Terrace 3
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Pool pool
Rating 5 (5)
Welcome to Sea Star Villa! This well constructed 2-bedroom, 3-bathroom Island home with a bonus room is ready to host guests comfortably! Larger families will enjoy the open floor plan, providing plenty of room to spread out and enjoy comfortable Island style furnishings and entertainment features. Pretty quilts are just the beginning when it comes
Hot HOT 17
SeaStar Villa
Home
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 6 guests
Pool pool
Rating 5 (5)
Welcome to Bodacious Oasis! This beautiful 4 bedroom 2 and 1/2 bath property can accommodate 8 guests very comfortably inside and out. Larger families will enjoy the open floor plan, providing plenty of room to spread out and enjoy comfortable island style furnishings and entertainment features.Pretty quilts are just the beginning when it comes to
Hot HOT 38
Bodacious Oasis
Home
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 8 guests
Pool pool
Welcome to Coral Beach! This beautiful 4-bedroom, 3-bathroom pool home comfortably accommodates eight guests. From the quality quilts and linens on the beds, to the TVs in the two living rooms and the fully equipped kitchen, nothing has been spared when decorating this home. You will not want for anything when it comes to the amenities and the qual
Hot HOT 66
Coral Beach
Home
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Pool pool
Rating 5 (5)
Fun N Sun is a second-floor unit in the Runaway Bay community. Enjoy the sights and sounds of this tropical getaway and all the amenities of the Runaway Bay Complex being a shared heated pool, private beach access, a club house with a kitchen and living areas to relax and unwind, also a tennis court, shuffleboard, bocce ball, pickleball, fitness ce
Hot HOT 19
Fun N Sun
Condo - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Pool pool
Rating 5 (1)
NORTH BEACH ISLAND TREE HOUSEWelcome to North Beach Island Tree House! With pure privacy and a close stroll to the beach! Sleeps six in three bedrooms, with two full bathrooms and outdoor shower. Luxury at an affordable price. Private location with exotic, tropical landscaping, and a nice variety of palm trees. Less than a two-minute walk to the b
Hot HOT 24
North Bch Isl Tree House
Duplex
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Pool pool
Rating 5 (5)

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