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Holmes Beach Rentals with Pools

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1,189 apartments in Holmes Beach with pools

Anna Maria Island, 2 Bed, 2 Bath Condo in quiet setting near to Beaches

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

“Great Value Stay in Paradise aMI!” This is a lovely spacious condo, nicely furnished, with decent wifi, aircon and all mod cons. The condos in the Sandy Point complex all share a pool and we found this to be very clean, nicely warm and never too crowded. Although it's on the quieter side of the island we liked the location - it's a five minute walk from Publix, even less to the free Island Trolley Bus, and less than 10 minutes to the beach for those amazing sunsets :-) The equipment cupboard allowing us to borrow beach chairs, swimming noodles, buckets and spades etc was much appreciated. Having looked around at other rentals we found this condo to be very keenly priced. Andrew and Jo were very pleasant and easy to deal with and we will definitely stay again some day.

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Price per night from

$133

Cozy Cabana West - Private Pool - Close to Beach

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$217

Blue Bayou

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

“"Home from Home"” A very well appointed apartment in a great location that had everything you would wish for to enhance your vacation experience. A real home from home that is clean, well furnished and spacious. The owners have been great to deal with and nothing is too much trouble. I have already recommended this accommodation to friends who were similarly impressed and we will be staying here for the third time later this year.

Responds fast! avg. 3 hours 35 minutes

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Price per night from

$123

Anthony Beach Cottages Island Retreat

Holmes Beach house

4 bedrooms / 4 bathrooms / sleeps 8

“Family friendly” My family and I enjoyed our stay in Florida and we all loved being able to be under one roof again. My mothers dream was to take us 6 kids, now adults, to the ocean again. Also, she wanted her two new grand-sons to see the ocean fir the first time. Her dream was made reality staying at a beautiful beach house only 1 1/2 blocks from the beach. The beach access was beyond beautiful and as close to your own private beach, for at this time of year there was no crowding. The pool at the house was great for cooling off after a day at the beach and the pool room had several toys and floating devices for the kids to use. The house was fully stocked with towels for multiple days and the washer and dryer came in handy with babies around! The living room seating was great for a big family to gather around for late night discussions and the kitchen stocked with basic appliances for cooking and cleaning.The only thing that could have made the stay better, was a little comfier mattresses in the bedrooms. However the case, this beach house was a cherry on top to my family's short fall vacation to Florida!

Match: Swimming pool

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Price per night from

$343

90 steps to the Beach!

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 5

“Amazing” Absolutely loved our stay! Beautiful condo right next to the beach. Had everything we needed! We will definitely be back!

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Price per night from

$196

A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

“out standing place to stay” I would/will stay here again when we come back down. Everything is top notch and the home has everything you need. We enjoyed the pool and hot tube, used it every night. Mike and Lesley are very easy to work with and do anything to make things go smoothly.

Responds fast! avg. 1 hour 31 minutes

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Price per night from

$474

Anna Maria The Pink Flamingo

Holmes Beach cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 41 minutes

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Price per night from

$217

PARADISIAC ENCLAVE 5* Waterfront Canal Pool Home-Dock/Kayak/Bikes/Family fun

Holmes Beach house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$441

Island Vacation Rental

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Island Paradise” The moment we arrived, exhausted after many delays and problems, the Thomas' home became our home. The condo is well appointed, with comfortable beds, a wonderful kitchen and a fully stocked linen closet, right down to beach towels. Laine, Kevin and Howard are so responsive and saw to all of our needs. Location was prime. We walked to get groceries, eat and do other shopping. There were 7 miles of beaches to explore and the quaint villages of anna Maria and Cortez and Bridge Street kept us occupied when we weren't soaking up the sun. The lanai was my favorite place to drink my coffee and check out the action at the pool each morning . We ate the majority of our meals there, under the twinkling lights. It was a wonderful month!

Responds fast! avg. 2 hours 51 minutes

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Price per night from

$147

Gulf Beach Place, miles of whites sandy beach

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$245

Anthony Beach Cottages Bare Feet Retreat

Holmes Beach cottage

3 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$257

Coquina Sands, view beach from balcony, priv pool

Holmes Beach house

2 bedrooms / 3 bathrooms / sleeps 6

“Great place, great location, great vacation” We stay at Anna Maria for 12 days and if we could we would be there for 12 years. Awesome place and great host. Everything was ready for us. Only high marks. Thanks

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Price per night from

$253

Great Townhouse Very Close to the Beach, Shops, and Restaurants

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

“Famous Holiday” Everything was so perfekt ... WE CAME back next Year THE HOUSE BEAUTIFUL AND CLEAN.. THE Area perfekt

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Price per night from

$263

Lifestyle on the island

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$143

Anna Maria Island Beach Paradise 6

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$213

Castnetter Beach Resort 5

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$286

Direct Beachfront 2 BR Condo on Florida’S Beautiful Gulf Coast!

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

“A trip to paradise.” From the breathtaking views of both the Gulf and the Bay to the wonderful, eclectic furnishings, this condo is everything one could hope for. It has great amenities for entertaining friends and every convenience you will need. The heated pool overlooks the Gulf and allows direct access to the beach and the elevator provides ease in getting up to the condo. This vacation was the most enjoyable I've ever experienced.

Responds fast! avg. 3 hours 53 minutes

Match: Swimming pool

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Price per night from

$383

Contemporary Beach House, Very Private Yard & Pool - 1.5 Blocks to Beach

Holmes Beach house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 47 minutes

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Price per night from

$286

Beach View 7 - a 2 Bed/ 2 Bath 2nd floor condo w/pool and close to the beach

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 14 minutes

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Price per night from

$120

Sunkissed

Holmes Beach townhouse

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 6 minutes

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Price per night from

$343

3003 AVE F - WEST

Holmes Beach house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 3 minutes

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Price per night from

$526

129 51ST STREET

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 6 minutes

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Price per night from

$470

Palm Villa - a 3 bedroom, 3 bath home with heated pool

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 14 minutes

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Price per night from

$277

104 30TH ST

Holmes Beach house

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 2 hours 3 minutes

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Price per night from

$968

Sapphire Beach House

Holmes Beach villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 3 minutes

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Price per night from

$394

Gertie's East - a great 1/1, just steps to the beach. With Relaxing Pool!

Holmes Beach cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 14 minutes

Match: Swimming pool

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Price per night from

$148

Moorings - pool view from this 2 bedroom/ 2 bath condo on Anna Maria Island!!

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 14 minutes

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Price per night from

$140

3004 AVE E

Holmes Beach house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 3 minutes

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Price per night from

$526

1 Step Closer

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 3 minutes

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Price per night from

$314

SANDPAIL 203 71ST ST WEST

Holmes Beach villa

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 6 minutes

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Price per night from

$296

It's my Dream - private heated pool, 2 minute walk to the beach! Pet friendly

Holmes Beach apartment

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 14 minutes

Match: Swimming pool

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Price per night from

$242

Coral Breeze (A) Perfect 2 bedroom/2 bathroom with private pool! Pet friendly

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 14 minutes

Match: Swimming pool

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Price per night from

$190

7 Doors Down

Holmes Beach villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 3 minutes

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Price per night from

$337

Coral Breeze (B) 2BR / 2BA Duplex with private pool! Pet friendly!

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 14 minutes

Match: Swimming pool

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Price per night from

$190

Blue Coconut Bungalow

Holmes Beach house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 3 minutes

Match: Swimming pool

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Price per night from

$394

Adorable, Affordable, Comfortable, Florida Cottage, GREAT Location With Pool

Holmes Beach house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$229

Sandcastle - Spacious home with amazing private pool - only minutes to beach!

Holmes Beach townhouse

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 14 minutes

Match: Swimming pool

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Price per night from

$172

3003 AVE F- EAST

Holmes Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 3 minutes

Match: Swimming pool

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Price per night from

$337

Viewing 38 of 1,189
rentals in Holmes Beach

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