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 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 cottage

Beach Cottage

Coastal Cottage On Holmes Beach With Private Heated Pool!

Coastal cottage located 1 block from fabulous white sands of holmes beach. Stay in comfort in our spacious 3 bedroom 2 bath beach house with heated pool. Inside find all the comforts of home including flat screen tv's in all rooms. Totally remodeled ....

3 Bedroom(s) 2 Bath(s) Cottage - Sleeps 6
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 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

Tropical Terrace

Tropical Terrace - A Townhouse 1 block to the beach - PET FRIENDLY!

Welcome to Tropical Terrace, just steps to the beach, shopping and dining! This building also has a lovely outdoor area with a heated pool in a lush tropical setting. Enjoy a balcony to sip your coffee and watch the sunrise, and a screened in lanai ....

2 Bedroom(s) 2 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 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 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 house

Tequila Sunrise

Tequila Sunrise - 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 Manatee Public Beach and Island Gallery West. This 4-star vacation home is 11.9 mi (19.1 km) from IMG Academy and 10. ....

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

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Holmes Beach condo

Sunset Inn B Holmes Beach

Sunset Inn B Holmes Beach

The Sunset Inn in Holmes Beach is conveniently located on Gulf Drive. Close to shopping, dining, private and public beaches. Relax by the pool or take a short walk to the clear waters and white sandy beaches of Holmes Beach. All the conveniences of h ....

2 Bedroom(s) 1 Bath(s) Condo
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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Holmes Beach house

Vacation Home

Anna Maria Island Stunning Waterfront Home

606 Hampshire lane, Holmes Beach fl 34217... Exquisite home on a great extra wide canal across the street from the Key Royale golf club. Designer furnished with top of the line amenities. 3 king bedrooms with tvs in each, 2 bath and a bright sunroom ....

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

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Holmes Beach house

Beach Dream A (downstairs)

Beach Dream A - Beach life at its best

Beach Dream A is a cozy classic Florida style downstairs unit of a duplex just a few houses away from the sandy beaches of Anna Maria Island. It's located on a quiet little street at the north end of the Island. A fully equipped kitchen, two bedroom ....

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

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Holmes Beach house

Coconut Hideaway

Stunning Luxury Beach House, less then a block from beautiful Gulf Coast beaches!

Welcome to Coconut Hideaway located just one house away from the Gulf beaches of Anna Maria Island. This beach house has a private patio surrounded by tropical landscaping where you can enjoy the pool, outdoor shower and Weber grill. In the garage, ....

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

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Holmes Beach house

Carissa Villa 203

Heated Pool Free WiFi & Trolley Close to Beach Sleeps 8!

The tropical landscaping surrounding this fabulous Mediterranean-style home invites you in as soon as you drive up. Enter into the luxury of Carissa Villa, and feel yourself relax. As you walk in, you will immediately notice the beautiful vaulted cei ....

3 Bedroom(s) 3 Bath(s) Vacation Rental - Sleeps 8
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

Vacation Home

Gulf Sands 201: 2 BR / 2 BA condo in Holmes Beach, Sleeps 6

VRC16-000492 Gulfsands Condo #201, located at 4200 Gulf Drive in Holmes Beach, is a beautifully furnished two bedroom, two bath condo directly on the beach. It’s in a popular Gulf front complex with a large heated pool, elevator and undercover par ....

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

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Holmes Beach condo

Cove at Sandy Pointe

Beautiful 2BR/2BA Near the Beach w/ Large Heated Pool and Screened Lanai

The Cove at Sandy Pointe 111, located at 3601 East Bay Drive in Holmes Beach is a three bedroom, three bath bay front townhouse style unit. Located directly on the bay in a quiet location, this unit overlooks a natural mangrove preserve. The complex ....

2 Bedroom(s) 2 Bath(s) Condo
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

Beach House II

Perfect view of Beach from deck, no need to rent car, Walk to all , free WIFI

Steps to the BEACH family vacation, near shops, restaurants, banks, trolly, beach with life Guards. Front decks views of the gulf of Mexico and back decks over Looking picnic and bbq area. walking distance to super markets and tons of restaurants ....

3 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 6
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

Waters Edge 210 S

Waters Edge 210 S - Near Manatee Public Beach

Property Location With a stay at this condo 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 condo is 12 mi (19.4 km) from IMG Academy and 4.3 mi (7 km) from Coquina Be ....

3 Bedroom(s) 0 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

Adam's Eden

Adams Eden 3 Bedroom Private Home

Adam's Eden is less than two blocks to one of the island's best beaches. It’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

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 house

Sand Dollar

Sand Dollar - Near Manatee Public Beach

Property Location When you stay at this vacation home in Holmes Beach, you'll be next to a golf course, just steps from Tampa Bay and 9 minutes by foot from Manatee Public Beach. This golf vacation home is 11.3 mi (18.2 km) from IMG Academy and 3.6 ....

5 Bedroom(s) 0 Bath(s) Vacation Rental
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 condo

Anna Maria Beach Place, Unit 6

Anna Maria Beach Place 6 Directly Across The Street From The Beach With Pool

Anna Maria Beach Place #6, 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

Sunbreeze

Sunbreeze - charming 3/2.5 home, great pool, steps to the beach!

This stunning tropical oasis Sunbreeze features hardwood and tile floors throughout the home, front and back decks to unwind on and enjoy fresh air, and also a heated pool with tropical foliage that may be enjoyed year round. The master bedroom host ....

3 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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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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