Holmes Beach Florida Vacation Rentals, Hotels & Places To Stay

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We have partnered with a major provider for Vacation Rentals by Owner, directly through Vacation Places To Stay. There are many home rentals to choose from, and we now have the selection and value to offer our visitors going to Holmes Beach, FL. Browse hundreds of Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer.

Holmes Beach house

Beautiful Villa by the Sea

Beautiful Villa by the Sea - steps to the beach with a private heated pool

Temporary photos, home is currently being updated with new furnitire - new professional pics follow soon! From the Beautiful Villa by the Sea you reach the white sandy beaches of the Gulf of Mexico within a few minutes walk just down the street. The ....

3 Bedroom(s) 3 Bath(s) Vacation Rental
Holmes Beach, FL

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Holmes Beach house

Bman Beach Cottage

2BR 2BA Overlooking Pool, WIFI, Close to Beaches and Trolly Pet Friendly

The Bman Beach Cottage located at 2812 Avenue B in Holmes Beach is a cute 2 bedroom 2 bath private home. This ground level home has two screened lanais one overlooking the pool and Jacuzzi. The kitchen has been newly updated as well as one of the bat ....

2 Bedroom(s) 2 Bath(s) Vacation Rental
Holmes Beach, FL

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Holmes Beach condo

Alamanda Villas

Wonderful Island Getaway w/ Private Patio just moments away of White Sandy Beach

Alamanda Villas, located at 102 39th Street in Holmes Beach is a charming beachside complex featuring eight units surrounding a heated pool, tropical landscaping, multi-level decks and built in BBQ area. Anna Maria's white sandy beaches and the emera ....

1 Bedroom(s) 1 Bath(s) Condo
Holmes Beach, FL

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Holmes Beach condo

The Anna Maria Island Beach Paradise 5

The Anna Maria Island Beach Paradise 5

Property Location When you stay at this condo in Holmes Beach, you'll be near the beach, a 3-minute drive from Manatee Public Beach and 10 minutes from Coquina Beach. This condo is 10.5 mi (16.9 km) from IMG Academy and 9.7 mi (15.6 km) from Riverw ....

3 Bedroom(s) 0 Bath(s) Condo
Holmes Beach, FL

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Holmes Beach house

Lakeside Beach House

3BR 2BA with PRIVATE Pool, Large Open Deck, Close to Library and Restaurants

The Lakeside Beach House is a wonderful newly renovated three bedroom, two bath home with a private and brand new heated pool. Located at 6935 Holmes Blvd. in Holmes Beach, this lovely property is convenient to the beach and in a very quiet, Holmes B ....

3 Bedroom(s) 2 Bath(s) Vacation Rental
Holmes Beach, FL

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Holmes Beach house

Aqua Oasis

Aqua Oasis - Steps to the Beach, Views of the Gulf, Quality Finishes

Welcome to Aqua Oasis located just one house away from the Gulf beaches of Anna Maria Island. This beach house has a private patio with a pool that has a beautiful waterfall feature, an outdoor shower and a Weber grill. In the garage you will find ....

4 Bedroom(s) 5 Bath(s) Vacation Rental - Sleeps 8
Holmes Beach, FL

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Holmes Beach house

Jukes Beach House

2BR 2BA GRND Floor Unit Close to Shopping & Restaurants with Large Deck on Beach

Jukes Beach House is a charming, gulf front home located at 102 34th Street in Holmes Beach. This ground level home is conveniently located close to shopping and restaurants and on a pristine, wide expanse of beach. What could be better? This is a ne ....

2 Bedroom(s) 2 Bath(s) Vacation Rental
Holmes Beach, FL

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Holmes Beach townhome

Island Serenity

Island Serenity- Beautiful dog friendly home just a short walk from legendary white sand beaches!

ISLAND SERENITY Relax in lush tropical island style in this Anna Maria Island condo! Island Serenity is beautifully decorated, and well equipped ffeaturing a shared pool, lush island views, and dog-friendly accommodations just a short walk from leg ....

3 Bedroom(s) 3 Bath(s) Townhome
Holmes Beach, FL

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Holmes Beach condo

Palm Cay 5

Palm Cay 5 - Near Manatee Public Beach

Property Location With a stay at this condo in Holmes Beach (Ilexhurst), you'll be a 1-minute drive from Manatee Public Beach and 5 minutes from Coquina Beach. This golf condo is 9.3 mi (15 km) from IMG Academy and 9.8 mi (15.7 km) from Riverwalk. ....

4 Bedroom(s) 0 Bath(s) Condo
Holmes Beach, FL

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Holmes Beach house

Coral Breeze (A)

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

Coral Breeze (Units A and B) is your brand new paradise. Each 2 bedroom 2 bath side of this adorable duplex features everything you need for your island vacation. The master bedroom features a king sized bed with an en-suite bathroom with walk out ac ....

2 Bedroom(s) 2 Bath(s) Vacation Rental
Holmes Beach, FL

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Holmes Beach house

On Ocean Time

Luxury 4BR, 3 1/2 BA House with Heated Pool, 4 houses from the beach

Approximately 500 FEET FROM THE GORGEOUS BEACHES of Anna Maria Island on the Gulf of Mexico, you will be able to head down to the sandy shore at your convenience. Located just 4 houses from the beach, this 4 bedroom, 3.5 bathroom home is perfect for ....

4 Bedroom(s) 4 Bath(s) Vacation Rental - Sleeps 8
Holmes Beach, FL

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Holmes Beach house

SEA SPRAY PRIVATE BEACH COTTAGE

Private 2 bedroom, 2 bath ground level cottage west of Gulf Drive!

Welcome to Sea Spray, also known as Brady’s Beach House, a colorful, airy, updated island cottage! This single-family home is situated on a large grassy lot, conveniently located west of Gulf Drive only 1.5 blocks from the fine white sand beach of ....

2 Bedroom(s) 2 Bath(s) Vacation Rental
Holmes Beach, FL

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Holmes Beach condo

AM Beach Place

Pleasant 1BR/1BA, Minutes from the Beach, and Newly Renovated Kitchen/Bathroom

Anna Maria Beach Place #1, located at 201 35th Street in Holmes Beach is a charming beachside complex featuring six units surrounding a heated pool and tropical gardens. Immediately across a rarely traveled, dead end road are the white sandy beaches ....

1 Bedroom(s) 1 Bath(s) Condo
Holmes Beach, FL

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Holmes Beach house

The Manatee

The Manatee In Seaside Gardens With Boat Ramp And Tennis Courts Close By.

The Manatee is located at 403 63rd St in Holmes Beach is a two-bedroom two-bathroom, ground level unit that sleeps 4. Located in the heart of Holmes Beach you have access to the beach within a few blocks. This location is convenient to tennis courts ....

2 Bedroom(s) 2 Bath(s) Vacation Rental
Holmes Beach, FL

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Holmes Beach condo

Palm Cay

Fun-Oriented 2BR/1BA w/ Heated Pool, Easy Beach Access, and Free Wifi!

Palm Cay Condominium #1 is located at 3000 Gulf Drive in Holmes Beach, on the west side of the street for easy beach access. The complex offers a heated pool and an on site coin operated laundry room for your convenience. Itâ??s a short stroll to sho ....

2 Bedroom(s) 1 Bath(s) Condo
Holmes Beach, FL

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Holmes Beach house

Beach n It

Beach n It: Beautifully Remodeled Family-Friendly Private Pool Home Just A Short Walk To The Beach!

BEACH N IT Welcome To Beach N It! Just a 5 minute walk from the legendary white sands and turquoise waters of the Gulf of Mexico, this beautiful single story Anna Maria Island home with a private pool awaits you! Gorgeously decorated in tranquil s ....

2 Bedroom(s) 2 Bath(s) Vacation Rental
Holmes Beach, FL

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Holmes Beach house

Pool Party South Side

Pool Party South Side

Property Location With a stay at this vacation home in Holmes Beach, you'll be next to a golf course, steps from Tampa Bay and a 3-minute drive from Manatee Public Beach. This golf vacation home is 11.9 mi (19.2 km) from IMG Academy and 4.2 mi (6.8 ....

3 Bedroom(s) 0 Bath(s) Vacation Rental
Holmes Beach, FL

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Holmes Beach house

SHADY PINES

GULF FRONT HOUSE with Tiki HUT... Out the back door and you are on the beach.

THE BEST OF BOTH WORLDS ...SUN AND SHADE. BEST LOT ON THE ISLAND ACCORDING TO OUR GUESTS. SHADY PINES is a very comfortable tastefully decorated 2BR, 1.5 bath beach house right on the beautiful Gulf of Mexico. Our guests tell us it feels like ....

2 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 6
Holmes Beach, FL

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Holmes Beach hotel

Anna Cabana Bungalow #1

Charming 1BR1BA with NEW Pool, Gulf View, Patio, Private OUTDOOR Shower and WIFI

Anna Cabana Bungalow #1 located at 3711 4th Avenue in Holmes Beach is in a ground level five unit complex thatâ??s fun and affordable. It adjoins three other of the Cabana Bungalow units and is next door to the Cabana Beach House. With the numerous r ....

1 Bedroom(s) 1 Bath(s) Resort Hotel
Holmes Beach, FL

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Holmes Beach house

Garcia Home

Garcia Home - Near Manatee Public Beach

Property Location When you stay at this vacation home in Holmes Beach, you'll be next to a golf course, within a 10-minute walk of Tampa Bay and Manatee Public Beach. This golf vacation home is 9.6 mi (15.4 km) from IMG Academy and 2.6 mi (4.2 km) ....

3 Bedroom(s) 0 Bath(s) Vacation Rental
Holmes Beach, FL

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Holmes Beach condo

Beach Potato

Fall Vacation Sale!!! Prices Reduced! Beach Potato: Super Cute Condo With Amazing Views and Community Pool!

BEACH POTATO Leave the couch at home and become a beach potato when you vacation in this spacious two-bedroom family-friendly condo just steps from Anna Maria Island's beautiful white sand beach! With 1,349 square feet, this vacation rental offers ....

2 Bedroom(s) 2 Bath(s) Condo
Holmes Beach, FL

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Holmes Beach condo

Vacation Home

Anna Maria by the Bay

Beautifully furnished bayside condo with gorgeous relaxing view. End unit, many windows let the sights in from every angle! Sleeps six, king beds in both suites. TV’s in both bedrooms with cable and Roku. Fully equipped updated kitchen, bar and d ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 4
Holmes Beach, FL

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Holmes Beach condo

Gulf Sands 201

Gulf Sands 201 - Near Manatee Public Beach

Property Location When you stay at this condo in Holmes Beach, you'll be on the beach, just steps from Tampa Bay and Manatee Public Beach. This beach condo is 10.9 mi (17.6 km) from IMG Academy and 3.2 mi (5.2 km) from Coquina Beach. Rooms Make y ....

3 Bedroom(s) 0 Bath(s) Condo
Holmes Beach, FL

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Holmes Beach house

Gulf Breeze

Gulf Breeze: Pet-Friendly Private Pool Home Just Steps from Beach!

GULF BREEZE Gorgeous sunsets are yours for the taking every evening while staying in this fabulous vacation rental in Holmes Beach on Anna Maria Island. Come enjoy this lovely three bedroom, two bath Villa with a private pool, located just steps f ....

3 Bedroom(s) 3 Bath(s) Vacation Rental
Holmes Beach, FL

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Holmes Beach house

Breakers 3

Breakers 3 - Home

Breakers 3, located at 103 45th Street in Holmes Beach. This luxury three-bedroom, two-bath Gulf-front beach home is located in a quiet, secluded area of Holmes Beach. The white sandy beach stretches for miles along the length of the island and spect ....

3 Bedroom(s) 2 Bath(s) Vacation Rental
Holmes Beach, FL

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Holmes Beach house

Isle Haven A

Isle Haven A - steps to the beach and many other conveniences - pet friendly!

Isle Haven A is the perfect home for you to make memories that will last a life time! It is the perfect beach getaway to relax and enjoy the classic Florida charm of Anna Maria Island. No street crossing to get to the beach!! This newly renovated 3 b ....

3 Bedroom(s) 3 Bath(s) Vacation Rental
Holmes Beach, FL

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Holmes Beach house

Beach House Duplex

5 bedroom, 4 bath Duplex across the beach.Can be rented seperate. Beach gear .

Each level has its own kitchen , living room , dinning room and deck . Level A has a king bed , queen bed and 2 twin beds. Level B has a king bed and 2 twin beds with a tub in the hall way bathroom. Beautiful furniture With lots of room and two set ....

5 Bedroom(s) 4 Bath(s) Vacation Rental - Sleeps 12
Holmes Beach, FL

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Holmes Beach house

Sunset Inn Holmes Beach House

Sunset Inn Holmes Beach House

Fabulous beach house a block and a half from the beach. No stairs with it's own washer and dryer make it a great get away for everyone in the family. Beach carts, chairs and umbrellas for guest use are provided. Relax by the shared pool, head to the ....

3 Bedroom(s) 2 Bath(s) Vacation Rental
Holmes Beach, FL

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Holmes Beach condo

SANDY POINT COVE 204

Anna Maria Island Sandy Point Cove

Combine the serenity of nature and aqua-colored beach water with the convenience of local shopping and you'll be guaranteed an unforgettable vacation. You will be only 200 steps from the complimentary trolley stop that allows you to explore the seve ....

2 Bedroom(s) 2 Bath(s) Condo
Holmes Beach, FL

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Holmes Beach townhome

Beach Townhouses 104

Beach Townhouse 104 Close To Beach With Pool

Beach Townhouse Condo, located at 4001 Gulf Drive in Holmes Beach is a spacious two bedroom, two and one half bath town home condo with heated pool and gulf view. There are open lanais off both the living room and the master bedroom overlooking the l ....

2 Bedroom(s) 3 Bath(s) Townhome
Holmes Beach, FL

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Find Affordable Holmes Beach Hotels & Vacation Rentals by Owner

Plan your Holmes Beach Florida Vacation here and get the best value possible for the trip! Find affordable Resort Hotels with oceanfront condo rentals, pool and much more. We have a great selection of 2,3 or 4 bedroom villas, condos or cottages that offer you the best available places to stay in Holmes Beach, Florida. Our Vacation Rentals by Owner, including Pet Friendly Rentals, let you get the most from your vacation in Anna Maria Island.

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