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 condo

Alamanda Villas 5

Alamanda Villas 5 Beach Side Condo With Heated Pool

VRC16-000514Alamanda Villas, located at 102 39th Street in Holmes Beach is a charming beach side complex featuring eight units surrounding a heated pool, tropical landscaping, multi-level decks and built in BBQ area. Anna Maria's white sandy beaches ....

1 Bedroom(s) 1 Bath(s) Condo
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

Island Dream

Island Dream: Gorgeous private pool home, just a short walk away from the postcard perfect beaches Anna Maria Island is famous for!

ISLAND DREAM Welcome to Island Dream! Just a short walk from the dreamy sugar sand beaches that Anna Maria Island is famous for, you’ll find Island Dream. This beautiful 3 bedroom/ 2 Bath private home features a tropical backyard oasis, with a s ....

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

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Holmes Beach condo

Alamanda Villas 4

Alamanda Villas 4 - 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 mi (4.9 km) from Coquina Beach. Rooms ....

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

Adam's Eden

Adam's Eden - Home

Adam's Eden is less than two blocks to one of the island's best beaches. Itâ??s located right in the middle of paradise at 2917 Gulf Drive in Holmes Beach. This private home is surrounded with lush tropical plantings and trees. It has three bedrooms ....

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

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Holmes Beach townhome

BEACHY TOWNHOUSE 102

*** JUST REDUCED *** BEACH TOWNHOUSE 102 2 BEDROOM 2.5 BATH - SPLIT LEVEL "GREAT BEACH LOCATION "

BEACHY 102- Plenty of room for the whole family , a Spacious 2 bedroom 2.5 Bath Townhouse (1 queen in Master and 2 Twins in guest bedroom), full kitchen and en-suite laundry with TVs in the living and master bedroom. Great location just across from t ....

2 Bedroom(s) 3 Bath(s) Townhome
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 house

Franks Beach House

Franks Beach House - 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 (4.1 km) ....

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

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Holmes Beach house

Four Beach Lovers 1

Four Beach Lovers 1 Walk Out Your Front Door And Your Toes Will Meet The Sand

VRC16-000516 Welcome to the Four Beach Lovers, located at 2908 Avenue E in Holmes Beach, this gulf front tropical paradise features four well-appointed and comfortable one bedroom units. Each of the four units is fully equipped and tastefully furnis ....

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

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Holmes Beach hotel

Bollinger Duplex Both Sides

Beautiful Duplex 4BR 3BA one block from Gulf with WIFI, Parking

The Bollinger Duplex is a very comfortably furnished and spacious duplex located at 6909 Gulf Drive, in the preferred, quiet area of northern Holmes Beach. This property is located about one-half block to the beautiful Gulf of Mexico where you can wa ....

3 Bedroom(s) 4 Bath(s) Resort Hotel
Holmes Beach, FL

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Holmes Beach house

Standard 2 Bedroom

Mainsail Beach Inn 2 Bedroom

The stunning interiors in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bedroom, 2.5 bathroom residences are attractively decorated, with white walls, cool pastels, local artwork, polished pine floors and comfortabl ....

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

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Holmes Beach villa

Gulfpath Villa

Gulf Views and the path to the Gulf is directly across the street!

Gulfpath Villa is located directly across the street from beautiful white sand beaches.  Enjoy the Gulf Views and beautiful sunsets from this unit.  Enjoy sitting on your private deck and listening to the the calm waves roll onshore.   The path to ....

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

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Holmes Beach cottage

Songbird Cottage

Happy Days on Anna Maria Island

Staying here amplifies the feeling of Anna Maria Island with that old Florida feel. Instant relaxation in a quiet neighborhood yet near most everything. There are things in the unit that could be more high-end or updated or there are units closer t ....

2 Bedroom(s) 1 Bath(s) Cottage - Sleeps 5
Holmes Beach, FL

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Holmes Beach house

Key Royale 506

Our Little Secret - Canal Front Pool Home - Close to the Beaches

Location, Location (see map): There are seven miles of pristine, quartz sand beaches shimmering along our island and you’ll be sitting within walking distance. Nothing between you and the salty , azure waters but one sunscreen application and a pai ....

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

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Holmes Beach condo

3607 East Bay Dr. Unit 107 Holmes Beach

Walk to the beach, restaurants, & shopping from this recently remodeled condo, w/o the high prices!

Looking for an island getaway without all the hassle? Weâ??ve pretty much thought of everything, so you donâ??t have to. Whether youâ??re looking to relax or party it up â?? you found the right place. Located on Anna Maria island, best known for ....

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

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Holmes Beach condo

Ocean Devotion

SUNBOW BAY!!! New Property available for Season 2019

Conveniently located in Holmes Beach, this air-conditioned 2 bed/2 bath condo features a balcony, private parking on site, an elevator and is beautifully furnished with all the comforts of home. There is a seating area and a kitchen complete with an ....

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

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Holmes Beach house

Sweet Home Anna Maria

5 minute walk to the beach/great location/heated pool/free WiFi/elevator/parking

This 4 bedroom 4 full bath home has everything you need for an amazing family vacation! There is an elevator on the main level so anyone that doesn't like stairs can still move through the entire home with ease. Your own private heated pool will al ....

4 Bedroom(s) 4 Bath(s) Vacation Rental - Sleeps 8
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 condo

Seacrest II Condos 2

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

Seacrest II Condo, Unit #2 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 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 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 hotel

MI Happy Place

MI Happy Place Condo Across from Manatee Public Beach w/ Complex Heated Pool

The MI Happy Place Island Resort (formerly Garden Villas) is excited to be under new ownership and management, with new amenities and improvements to make a beautiful, convenient, and relaxing location even better! When renting MI Happy Place Island ....

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

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Holmes Beach condo

Castnetter Beach Resort 5

(2) Bedroom (2) Bath with Private 10' x 30' Sun Deck

Anna Maria Island's "Castnetter 5" is a delightful Island local located directly across the street from the seven acre "Manatee Public Beach" and the Gulf of Mexico. This beautiful and totally renovated two bedroom unit with (2) Full Baths, sleeps si ....

3 Bedroom(s) 2 Bath(s) Condo - Sleeps 6
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 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 house

Sea-Esta

Sea Esta 3/2 Duplex Private Pool Close To Tennis Boat Ramp Dining

Sea-Esta located at 409 63rd St in Holmes Beach is a three bedroom two bathroom, ground level unit with a pool that sleeps six. Located in the heart of Holmes Beach you have access to the beach within a few blocks. This location is convenient to tenn ....

3 Bedroom(s) 2 Bath(s) Vacation Rental
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

Anchors West

Anchors West - 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 13 minutes by foot from Manatee Public Beach. This golf condo is 11.5 mi (18.5 km) from IMG Academy and 3.8 mi (6.2 km) fr ....

3 Bedroom(s) 0 Bath(s) Condo
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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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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