Vacation Rentals

Property Type: House

from $850 /nt
2
2
4

Start your day waking to stunning views of the Bay and Egmont Key; end your night looking out at the moonlight on the bay and the Sunshine Skyway bridge glowing in the distance. The expansive waterfront pool deck fronts a sandy beach and calm sea water that is ideal for swimming, kayaking and paddling. The pool deck was updated in December 2022 to stone pavers. This vintage seaside home on…...

Anna Maria Beachfront with stunning views, heated pool and kayaks

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Beachfront with stunning views, heated pool and kayaks

Start your day waking to stunning views of the Bay and Egmont Key; end your night looking out at the moonlight on the bay and the Sunshine Skyway bridge glowing in the distance. The expansive waterfront pool deck fronts a sandy beach and calm sea water that is ideal for swimming, kayaking and paddling. The pool deck was updated in December 2022 to stone pavers. This vintage seaside home on…

Bedrooms 2
Bathrooms 2
# of Guests 4
Pet Friendly? Yes

Property Type: House

from $375 /nt
3
2
6

On the North end of Anna Maria, this well appointed home sleeps 6 and has everything for a fun, laid-back family vacation, couples' getaway or friends' trip. There are two queen bedrooms and a full bath on the first floor. Upstairs is the main living area with plenty of comfy seating. A fully equipped kitchen has a separate coffee bar that includes a Keurig and a drip coffee maker. The…...

Enjoy island life--surfer chic bungalow, private beach path, kayak, grill, and dog friendly too. The perfect getaway!

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Enjoy island life--surfer chic bungalow, private beach path, kayak

On the North end of Anna Maria, this well appointed home sleeps 6 and has everything for a fun, laid-back family vacation, couples' getaway or friends' trip. There are two queen bedrooms and a full bath on the first floor. Upstairs is the main living area with plenty of comfy seating. A fully equipped kitchen has a separate coffee bar that includes a Keurig and a drip coffee maker. The…

Bedrooms 3
Bathrooms 2
# of Guests 6
Pet Friendly? Yes

Perfect Island Interlude, pool and walk to beach

Location: Holmes Beach, Florida

Property Type: House

from $200 /nt
2
2
6

Centrally located Holmes Beach home on gorgeous Anna Maria Island! This well appointed 1/2 duplex home sleeps 6 and has everything for a fun, laid-back family vacation, couples' getaway or friends' trip. Bedroom 1 has a king sized bed and en-suite bathroom with shower. Bedroom 2 has a queen bed. The hall bath has a tub/shower combination. There's a sleeper sofa in the living room. The fully equipped kitchen has…...

Walk to the beach or laze by the backyard pool! Or jump on the free island trolley and see the sights.

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Perfect Island Interlude, pool and walk to beach

Centrally located Holmes Beach home on gorgeous Anna Maria Island! This well appointed 1/2 duplex home sleeps 6 and has everything for a fun, laid-back family vacation, couples' getaway or friends' trip. Bedroom 1 has a king sized bed and en-suite bathroom with shower. Bedroom 2 has a queen bed. The hall bath has a tub/shower combination. There's a sleeper sofa in the living room. The fully equipped kitchen has…

Bedrooms 2
Bathrooms 2
# of Guests 6
Pet Friendly? No

Perfect Island Break, pool and walk to beach

Location: Holmes Beach, Florida

Property Type: House

from $200 /nt
2
2
6

Centrally located Holmes Beach home on gorgeous Anna Maria Island! This well appointed 1/2 duplex home sleeps 6 and has everything for a fun, laid-back family vacation, couples' getaway or friends' trip. Bedroom 1 has a king sized bed and en-suite bathroom with shower. Bedroom 2 has a queen bed. The hall bath has a tub/shower combination. The fully equipped kitchen has a coffee maker, toaster oven, microwave, dishwasher, stove/oven…...

Walk to the beach or laze by the backyard pool! Or jump on the free island trolley and see the sights.

Book Now

Perfect Island Break, pool and walk to beach

Centrally located Holmes Beach home on gorgeous Anna Maria Island! This well appointed 1/2 duplex home sleeps 6 and has everything for a fun, laid-back family vacation, couples' getaway or friends' trip. Bedroom 1 has a king sized bed and en-suite bathroom with shower. Bedroom 2 has a queen bed. The hall bath has a tub/shower combination. The fully equipped kitchen has a coffee maker, toaster oven, microwave, dishwasher, stove/oven…

Bedrooms 2
Bathrooms 2
# of Guests 6
Pet Friendly? No

4 bedroom home with private pool

Location: Holmes Beach, Florida

Property Type: House

from $400 /nt
4
3.5
8

Welcome home! There is plenty of space to crawl up and relax with a book or take in a TV show on one of the many flat screen TV's in the house. After a long day at the beach, relaxing by the pool with your favorite cocktail is the perfect way to enjoy your vacation! Soak up the Florida sun by day, enjoy this wonderful house with family and friends…...

Fantastic home 4 bedrooms, 3.5 baths and a private pool!

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4 bedroom home with private pool

Welcome home! There is plenty of space to crawl up and relax with a book or take in a TV show on one of the many flat screen TV's in the house. After a long day at the beach, relaxing by the pool with your favorite cocktail is the perfect way to enjoy your vacation! Soak up the Florida sun by day, enjoy this wonderful house with family and friends…

Bedrooms 4
Bathrooms 3.5
# of Guests 8
Pet Friendly? No

2 bedroom, 1.5 bath Island home with pool

Welcome to Bayberry Cottage North! This beautiful and charming abode is a very short block (400 feet, about 2 minutes to walk) to the beautiful white sand beaches of Anna Maria. A fantastic cottage is Bayberry North, which features its own private heated pool and backyard. Sit back and unwind on one of the pool loungers as you enjoy a home-cooked meal from the propane grill. The interior is beautifully…

Bedrooms 2
Bathrooms 1.5
# of Guests 6
Pet Friendly? Yes

Island home with private pool

Location: Bradenton Beach, Florida

Property Type: House

from $350 /nt
2
1.5
6

Welcome to Bayberry Cottage South! This beautiful and charming abode is a very short block (400 feet and about 2 minutes) to the beautiful white sand beaches of Anna Maria. A Bayberry Cottage South features its own private heated pool and backyard. Sit back and unwind on one of the pool loungers as you enjoy a home-cooked meal from the propane gas grill. The interior is beautifully decorated and exudes…...

Walk to the beach (400 steps) or laze by the backyard pool! Or jump on the free island trolley and see the sights.

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Island home with private pool

Welcome to Bayberry Cottage South! This beautiful and charming abode is a very short block (400 feet and about 2 minutes) to the beautiful white sand beaches of Anna Maria. A Bayberry Cottage South features its own private heated pool and backyard. Sit back and unwind on one of the pool loungers as you enjoy a home-cooked meal from the propane gas grill. The interior is beautifully decorated and exudes…

Bedrooms 2
Bathrooms 1.5
# of Guests 6
Pet Friendly? Yes

Runaway Bay Waterfront Condo

Location: Bradenton Beach, Florida

Property Type: Condo

from $200 /nt
2
2
6

Runaway Bay Waterfront! Wake up with your coffee and watch the sunrise on your private screened lanai overlooking the intracoastal water way! Runaway Bay Unit 190 is a 2 bedroom, 2 bath ground floor condo! Runaway Bay is across the street from the Gulf of Mexico and the beautiful sugar sand beach on Anna Maria Island. Conveniently located in Bradenton Beach, with easy access to the free island trolley. Beach…...

Waterfront Condo with sunrise on the bay!

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Runaway Bay Waterfront Condo

Runaway Bay Waterfront! Wake up with your coffee and watch the sunrise on your private screened lanai overlooking the intracoastal water way! Runaway Bay Unit 190 is a 2 bedroom, 2 bath ground floor condo! Runaway Bay is across the street from the Gulf of Mexico and the beautiful sugar sand beach on Anna Maria Island. Conveniently located in Bradenton Beach, with easy access to the free island trolley. Beach…

Bedrooms 2
Bathrooms 2
# of Guests 6
Pet Friendly? No

Direct Gulf Front Beach Condo

Location: Bradenton Beach, Florida

Property Type: Condo

from $300 /nt
1
1
2

The Beach House Resort #8, located at 1000 Gulf Drive in Bradenton Beach is a gulf front complex. The white, sandy beach stretches for miles in either direction! It features a large, private spa and spectacular beach views. Unit 8 even has a view of the bay from the bedroom! Numerous chaise lounges are available for your use at beachside. We also have folding backpack beach chairs and an umbrella…...

On the Gulf of Mexico! Walk down your stairs and into the sand on the beautiful beaches on Anna Maria Island!

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Direct Gulf Front Beach Condo

The Beach House Resort #8, located at 1000 Gulf Drive in Bradenton Beach is a gulf front complex. The white, sandy beach stretches for miles in either direction! It features a large, private spa and spectacular beach views. Unit 8 even has a view of the bay from the bedroom! Numerous chaise lounges are available for your use at beachside. We also have folding backpack beach chairs and an umbrella…

Bedrooms 1
Bathrooms 1
# of Guests 2
Pet Friendly? No

Charming Cottage 450 steps to the beach!

10 Palms is aptly named for the 10 Palms in the front yard! 2 bedroom, 1 bath vintage upstairs unit! This is a triplex with a total of 3 separate units. The lower level is occupied by full time residents so only the top floor is available as a vacation rental. Be in the heart of the action in this Old Florida condo with easy walking distance to the Wicked…

Bedrooms 2
Bathrooms 1
# of Guests 4
Pet Friendly? Yes

Property Type: Condo

from $250 /nt
2
2
4

Walk across the street to the beach! Or watch the sunset over the Gulf of Mexico and the beach from your screened in lanai/porch! Completely renovated in 2022 and new to the rental market with an established property management company. The primary bedroom has a king bed and en-suite bathroom with shower. Sliding doors lead to the screened lanai. The 2nd bedroom has 2 twin beds and a bathroom with…...

New renovation, pool and across the street to the beach!

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Brand new renovation and across the street to the beach!

Walk across the street to the beach! Or watch the sunset over the Gulf of Mexico and the beach from your screened in lanai/porch! Completely renovated in 2022 and new to the rental market with an established property management company. The primary bedroom has a king bed and en-suite bathroom with shower. Sliding doors lead to the screened lanai. The 2nd bedroom has 2 twin beds and a bathroom with…

Bedrooms 2
Bathrooms 2
# of Guests 4
Pet Friendly? No

Property Type: House

from $225 /nt
3
2
6

Whether you plan to spend your days lounging poolside or you're looking for a convenient base for your Florida vacation, this spacious, immaculately kept home has everything you need for a comfortable, relaxing stay. Three spacious bedrooms with quality bedding, 2 living room areas, separate dining and fully equipped kitchen truly make this your home away from home. There's even a wood-burning fireplace for that handfull of chilly Florida nights!…...

Spacious 3 bedroom, 2 bath pool home in North West Bradenton, Pet Friendly, minutes from Anna Maria

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Spacious 3 bedroom, 2 bath pool home in North West Bradenton, Pet Friendly

Whether you plan to spend your days lounging poolside or you're looking for a convenient base for your Florida vacation, this spacious, immaculately kept home has everything you need for a comfortable, relaxing stay. Three spacious bedrooms with quality bedding, 2 living room areas, separate dining and fully equipped kitchen truly make this your home away from home. There's even a wood-burning fireplace for that handfull of chilly Florida nights!…

Bedrooms 3
Bathrooms 2
# of Guests 6
Pet Friendly? Yes

Short stroll to the Gulf of Mexico & Historic Bridge St

Location: Bradenton Beach, Florida

Property Type: Condo

from $136 /nt
1
1
4

Welcome to Bayview Inn 201, Located In The Heart of Bradenton Beach! Location! Just 10 houses from the Gulf of Mexico & a Short 2 minute Walk to Historic Bridge Street, shops, restaurants, bars, spa and Bradenton Beach Pier 1 Bedroom / 1 Bathroom 1 King Bed + Sleeper Sofa Fully Equipped Kitchen, coffee maker, toaster, oven, microwave, refrigerator Professional Linen Service, Shared Washer & Dryer, Complimentary WIFI Heated Community…...

Short stroll to the Gulf of Mexico & Historic Bridge St

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Short stroll to the Gulf of Mexico & Historic Bridge St

Welcome to Bayview Inn 201, Located In The Heart of Bradenton Beach! Location! Just 10 houses from the Gulf of Mexico & a Short 2 minute Walk to Historic Bridge Street, shops, restaurants, bars, spa and Bradenton Beach Pier 1 Bedroom / 1 Bathroom 1 King Bed + Sleeper Sofa Fully Equipped Kitchen, coffee maker, toaster, oven, microwave, refrigerator Professional Linen Service, Shared Washer & Dryer, Complimentary WIFI Heated Community…

Bedrooms 1
Bathrooms 1
# of Guests 4
Pet Friendly? No