Holmes Beach Florida Vacation Rentals, Hotels & Places To Stay

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We have partnered with a major provider of vacation rentals, 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

Family Tides (aka Sunnyside)

Totally renovated "Beach Chic" 3 Bed / 3 Bath w/Pool

Our completely renovated, ultra-comfortable, "Beach Chic" furnished and natural light-infused home screams "I'm on vacation" from the moment you walk through the front door. Fully furnished and stocked with everything you need for family fun and rel ....

3 Bedroom(s) 3 Bath(s) Vacation Rental - Sleeps 10
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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Holmes Beach condo

Waters Edge

Cozy Condo at Beachfront Waters Edge Complex w/ Heated Pool & Covered Parking

Waters Edge Condo 102N is a well maintained two bedroom, two bath unit, located at 5808 Gulf Drive in Holmes Beach in a beach front complex. This much sought after complex features an elevator, large heated pool at gulf side, tennis court and a beach ....

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

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Holmes Beach house

Bay Palms

Bay Palms Private Home with Brand New Pool

Bay Palms is a lovely three bedroom, two bath pool home located in a quiet, residential northern Holmes Beach location at 409 Bay Palms Drive. This spacious home features a large screened in lanai, fenced yard and updated kitchen. A full size laundry ....

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

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Holmes Beach condo

Gulf Place Unit 22

Gulf Beach Heated Pool FREE WiFi & Trolley Great Sunsets!

Enjoy a fabulous stay at the beach in this beautifully remodeled two bedroom, two bath unit at the ever-popular Gulf Place! Perfectly situated on the Gulf of Mexico in the center of Anna Maria Island, Gulf Place is a small, thoughtfully designed a ....

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

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Holmes Beach condo

Alamanda Villas

Wonderful Island Getaway w/ Balcony 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

Terrace Condo 2

2BR 2BA With Pool, Garage, Close to Beach and Shopping, WIFI and More

The Terrace Condominium #2, located at 3100 Gulf Drive in Holmes Beach is a beautifully and comfortably furnished, two bedroom, two bath town home condo with heated pool, private garage and three separate lanais. The pool area is beautifully landscap ....

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

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Holmes Beach condo

The Anna Maria Island Beach Castaway 1

The Anna Maria Island Beach Castaway 1 - Located 20 Feet From The Beach-Gulf Views

FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!! The Anna Maria Island Beach Castaway 1 is located directly in the middle of Anna Maria Island. A beautiful remodelled 2 bedroom, 1 washrrom condo conveniently across from t ....

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

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Holmes Beach townhome

North Beach Village 50

North Beach Village - Spacious 3/2.5 town home with community heated pool

For your relaxing and family fun, Anna Maria Island vacation, check out this spacious beautiful 3 bedroom, 2.5 bath town home. Coastal furnished and surrounded by tropical landscape with 2 balconies and a community pool. Here you will make memories t ....

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

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Holmes Beach house

Vacation Home

Holmes Beach Family Home w/Private Pool & 3 Decks!

Explore Florida’s beautiful Anna Maria Island from ‘Salty Dogs Beach House,’ a 3-bedroom, 2.5-bathroom, single family Holmes Beach vacation rental house. With accommodations for 6, a gourmet kitchen, private backyard oasis and 2 decks overlooki ....

3 Bedroom(s) 3 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 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

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

Anna Cabana Beach House

Cozy 2BR/2BA w/ Marvelous Beachviews, Close to Shopping, Restaurants, and Beach

The Anna Cabana Beach House is an adorable two bedroom, two bath home located at 3709 Gulf Drive in Holmes Beach. This quaint home has a large open deck with a great view of the beach. Watch the sunsets or enjoy the tropical landscaping on the large ....

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

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Holmes Beach townhome

Sandcastle

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

You will love this home on Anna Maria Island. The Island is like the sleepy beach villages of long ago: no rides, no boardwalk, just a leisurely place to relax and enjoy the water, the beach, the pool and rejuvenate. This spacious 1600+ sq ft 3 story ....

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

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Holmes Beach cottage

Coral Cabana

50 feet from Gulf Coast Beach! Heated Pool, Beach Views

Welcome to Coral Cabana located just steps away from the Gulf beaches of Anna Maria Island. Coral Cabana is a 3 bedroom half duplex with a private patio surrounded by tropical landscaping where you can enjoy the heated pool, outdoor shower, Weber gr ....

3 Bedroom(s) 5 Bath(s) Cottage - Sleeps 6
Holmes Beach, FL

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Holmes Beach condo

Vacation Home

Stunning views from this 2BD/2BA condo in Westbay Point and Moorings.

Watch the dolphins from your couch in this beautiful 2BD/2BA condo in Westbay Point and Moorings condo association. Kayak from the launching area right in front of the condo into Bimini Bay or search for shells at low tide in Tampa Bay. Walking or bi ....

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

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Holmes Beach condo

Seacrest II Condos 3

Seacrest Condo 3 2/2 Pool Condo Near Sugar Sand Beach

Seacrest II Condo, Unit #3 at 3703 5th Avenue in Holmes Beach, is a very comfortably furnished and recently updated unit in a smaller complex, just a few short steps to the beach and located out of the way on a dead end street. Seacrest offers a heat ....

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

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Holmes Beach house

Sirena Del Mar

Sirena Del Mar - In Holmes Beach (Ilexhurst)

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

4 Bedroom(s) 0 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 condo

Fountain Head

Stunning 2BR/2BA Condo w/ 3 Lanais Each Providing Scenic Views of the Gulf

Fountainhead Condo #3, located at 3402 6th Avenue in Holmes Beach is just a few steps from the beautiful beaches and emerald green water of the Gulf. This eight unit complex has a heated pool and laundry room on site. Due to some long awaited tree re ....

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

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Holmes Beach condo

Terrace Condo 2

Terrace Condo 2 Pool Condo Relaxing Tropical Pool Deck Close To Beach

The Terrace Condominium #2, located at 3100 Gulf Drive in Holmes Beach is a beautifully and comfortably furnished, two bedroom, two bath town home condo with heated pool, private garage and three separate lanais. The pool area is beautifully landscap ....

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

Cast Away 1 And 2

Cast Away 1 And 2 - Near Manatee Public Beach

Property Location When you stay at this condo in Holmes Beach, you'll be next to a golf course, just steps from Tampa Bay and Manatee Public Beach. This golf condo is 10.8 mi (17.4 km) from IMG Academy and 3.1 mi (5 km) from Coquina Beach. Rooms ....

5 Bedroom(s) 0 Bath(s) Condo
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 house

POOL, SPA 1 Block to Gulf

1 Block to Beach on Private Lake With Heated Pool, SPA 6937 Holmes Blvd.

WE ONLY RENT FROM SATURDAY TO SATURDAY WITH A 7 NIGHT MINIMUM!! 6937 Holmes Blvd, Holmes Beach, FL 34217. See Google maps for relative location to beach and Gulf. We installed a new pool with a spa in 2016. This island home just one block from the ....

3 Bedroom(s) 3 Bath(s) Vacation Rental - Sleeps 6
Holmes Beach, FL

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Holmes Beach hotel

Valhalla Upstairs

3BR 2BA With Fireplace/Close to Restaurants, Beach Views with Large Covered Deck

The Valhalla upstairs unit, located at 3216 Gulf Drive in Holmes is a wonderful three bedroom, two bath Gulf front duplex on a secluded beach. While the Valhalla is tucked away in a quiet area, it is within walking distance to shopping and restaurant ....

3 Bedroom(s) 2 Bath(s) Resort Hotel
Holmes Beach, FL

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Holmes Beach house

Palm Villa

Palm Villa - a 3 bedroom, 3 bath home w/heated pool

Palm Villa is a New England style cottage and Florida Keys getaway all rolled into one. The vaulted main room ceiling gives this newly constructed home a wide-open feel while the shabby chic furnishings create a cozy atmosphere. The tropical foliage ....

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

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Holmes Beach house

MI Happy Place Sea Turtle 4

MI Happy Place Sea Turtle Fresh And Fun Updated 2/1 Unit Shared Large Pool

A fun and relaxing vacation beckons at the Sea Turtle unit at MI Happy Place Island Resort! This unit features a classy Island Resort theme and colors, reflecting the warm glow of the beach. Start or end your day just relaxing with a drink on either ....

2 Bedroom(s) 1 Bath(s) Vacation Rental
Holmes Beach, FL

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Holmes Beach condo

SUMMERHOUSE A

NEW PROPERTY!! New beautiful property with heated pool, 100m to the beach!??????

This beautiful home has two separate units, A and B. The downstairs unit A has been completely remodeled and has two bedrooms and 1.5 bathrooms, new fully equipped kitchen and nice and light living room. In the living room there is a sleepers sofa, w ....

2 Bedroom(s) 2 Bath(s) Condo
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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