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.

Beach Dance in Holmes Beach

Holmes Beach Private vacation home - 4.84375 4.8 Star Review

Beach Dance is the perfect family home in a convenient location just steps to the Gulf, Restaurants, Shops and the Free Trolley! Not enough? Check out the view from the living area and the panoramic Beach views from the roof top deck! For our convenience there is an Elevator that takes you from the garage level to either of the living levels and a .......read more

5 Bedroom(s)
Sleeps
Private vacation home

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EXCELLENT LOCATION IN THE HEART OF HOLMES BEACH ON ANNA MARIA ISLAND!

Holmes Beach Private vacation home - 4.76667 4.8 Star Review

Bright, sunny, spacious and clean townhouse in a great location on Anna Maria Island, just a few minutes walk to the ocean beach, restaurants & shopping!
You will have everything you need to enjoy your stay in the house. Plenty of towels, linens, beach towels, chairs, umbrellas, kitchenware, etc.
New kitchen & breakfast bar are with granite .......read more

2 Bedroom(s)
Sleeps 5
Private vacation home

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Condo steps from the beach!

Holmes Beach Condo - 5.0 5.0 Star Review

Come enjoy the beauty of Anna Maria Island! Less than 50 steps from the white sand beach and minutes (.2 miles) from restaurants, cafes, bars, ice cream shops and grocery

We are just steps to the beach (no roads to cross) and we have all the beach supplies that you will need.

Welcome to Home Sweet Holmes ! The minute you arrive yo.......read more

2 Bedroom(s)
Sleeps 6
Condo

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New Beach Villa With private Beach and heated Pool.Gulf front at is's best

Holmes Beach Private vacation home - 5.0 5.0 Star Review

We have found our perfect spot on the beach. Unfortunately only for holidays - the rest of the time you can take advantage of it as a tenant. Four comfortable bedroom and a bed in the media room sleep 10 compfortably, the master with a king-size bed and sea views, a queen in the second and the third with two queen beds. The two bathrooms have walk-.......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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Beach Chic! Ensuite bathrooms with a yard.

Holmes Beach Private vacation home - 4.3 4.3 Star Review

Our place is close to white sand beaches, the bay and city dock, parks, tennis courts, casual and fine dining, shopping, live theater, and more. You’ll love my place because of its mid-mod ranch charm that has been meticulously decorated. Located in a quiet neighborhood it provides fine amenities, including en-suite bathrooms in both bedrooms, you .......read more

2 Bedroom(s)
Sleeps 6
Private vacation home

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Lovely family condo w/private heated pool, gas grill, and close to the beach.

Holmes Beach Private vacation home - 4.66667 4.7 Star Review

Crab Shack

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'

The family condo is a great place to enjoy a Florida vacation and a getaway you\'ll never forget. Its spacious layout gives plenty of room to relax while being surrounded by the beachy d.......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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New, fun, close to the beach! Great Villa at the Islands West Resort!

Holmes Beach Apartment - 4.75 4.8 Star Review

Resort Unit Layout:
• Bedroom 1 - King bed, full bathroom in the hallway with shower/tub combo
There is also a Queen Sleeper Sofa in the Living Room

Islands West Resort Features:
• Shared Pool
• Shared BBQ grills and Outdoor "Living Room" with cozy couches and lounge chairs to enjoy the beautifully lush landscaping
• Brand-new.......read more

Studio
Sleeps 4
Apartment

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STEPS TO THE BEACH WITH POOL! CAN BE RENTED AS A 4 BEDROOM!

HOLMES BEACH Villa - 4.4 4.4 Star Review

Quiet and quaint is this cute 2 Bedroom/1 Bath Duplex with a large shared HEATED POOL in a lush tropical landscaped setting. Centrally located in Holmes Beach and only 75 yards to one of the best beaches on the Gulf Coast! You will feel right at home with the comfortable and beachy furnishings and décor. The living room is combined with the dining .......read more

2 Bedroom(s)
Sleeps 6
Villa

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STEPS TO THE BEACH WITH POOL! CAN BE RENTED AS A 4 BEDROOM!

HOLMES BEACH Villa - 4.66667 4.7 Star Review

Quiet and quaint is this cute 2 Bedroom/1 Bath Duplex with a large HEATED POOL in a lush tropical landscaped setting. Centrally located in Holmes Beach and only 75 yards to one of the best beaches on the Gulf Coast! You will feel right at home with the comfortable and beachy furnishings and décor. The living room is combined with the dining area an.......read more

2 Bedroom(s)
Sleeps 6
Villa

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Amazing waterfront 5 bedroom home with pool and spa, close to beach!

Holmes Beach Private vacation home - 4.5 4.5 Star Review

Welcome to Bayfront Paradise!

Views, views, and more views! Bayfront Paradise has some of the most amazing views of Anna Maria Sound, Tampa Bay, and the Skyway Bridge. From the living room or bedroom, you can watch marine life like dolphins, manatees, fish, birds, and more swim, fly and waddle through the area all day long. You can also w.......read more

5 Bedroom(s)
Sleeps 10
Private vacation home

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Buena Vista #2: Luxury Beach Front Condo, Amazing Views, Pool by Anna Maria Life Vacation Rentals

Holmes Beach Condo - 5.0 5.0 Star Review

101 67th St #2, Holmes Beach, FL 34217

What You\'ll Love About This Home:

Location! Beach Front! On the Gulf of Mexico!
Panoramic Views of the Gulf of Mexico!
4 Bedrooms / 3.5 Bathrooms
4 King Bedrooms / 2 with En-Suite Bathrooms
Oversized Balcony with Dining Table and Lounge Furniture
Luxurious Heated Pool & Spa
Pr.......read more

4 Bedroom(s)
Sleeps 8
Condo

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Beautiful Beachfront Bungalow - directly on the beach, private pool + spa!

Holmes Beach Private vacation home - 4.66667 4.7 Star Review

Welcome to Beachfront Bungalow! This 4 charming bedroom, 3.5 bathroom coastal cottage is located directly on Holmes Beach on Anna Maria Island. There are very few Anna Maria homes directly on the beach, and our discerning guests won\'t settle for simply being near the beach. The only thing standing between you and the white sands of the Gulf of .......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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2 minute walk to the beach! Off the main road in a quiet and tropical setting

Holmes Beach Private vacation home - 5.0 5.0 Star Review

3D video walk through here --> https://cmsphotography.hd.pics/6309-Gulf-Dr/idx


What you\'ll love about this home:
- Location! 2 min walk to the beach
- 3 Bedrooms / 2 full bathrooms
- 1 King, 1 Queen, 2 Twins, Sofa
- Bonus Room with foosball & ping pong tables
- Heated Community Pool
- Screened Lanai
- Griddle G.......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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DIRECT GULFRONT CONDO - 2BR/2BA Condo with pool and tennis

Holmes Beach Condo - 4.0 4.0 Star Review

“Water’s Edge 204S” is part of the beach side Water’s Edge Condominiums. These condos are perfectly placed, as you’ll see during your stay. Nestled in the city of Holmes Beach, right off the Gulf of Mexico. Unit 204S is the premiere choice for a coastal getaway. A great place to relax, unwind, and enjoy the island sunsets.

This beachside un.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Newly Remodeled Duplex with Saltwater Pool and Hot Tub

Holmes Beach Private vacation home - 4.71429 4.7 Star Review

Blue Oasis West by Anna Maria Island Locals
Duplex in Anna Maria, FL

Landscaped backyard with a new saltwater pool and hot tub!

Highlights:
- Meticulously remodeled ground-level Duplex
- 3 bedrooms and 2.5 baths
- Spacious Designer kitchen with plenty of room to entertain
- Classic beach decor and high-end finishing\'s.......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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Beach Haven #204 of Holmes Beach FL

Holmes Beach Condo - 4.90476 4.9 Star Review

Beach Haven #204 at Seaside Beach House is favorite for guests of Holmes Beach and Anna Maria Island.

This 1050 sq ft. One Bedroom, One Bathroom, on the beach condo is a welcome haven from the busyness of life. Whether you prefer relaxing by the pool or to walk 20 feet onto the white sands, this condo offers an escape from the world. Wit.......read more

Studio
Sleeps 4
Condo

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Island Getaway: Tropical Oasis Backyard, Pool, Dog Friendly, 1.5 blocks to Beach by Anna Maria Life

Holmes Beach Private vacation home - 4.77778 4.8 Star Review

205 56th St., Holmes Beach, FL 34217

What You\'ll Love About This Home:

Location! 1.5 Blocks to the Beach!
2 Bedroom / 2 Bathroom
1 King, 1 Queen, 1 Full Sofa Sleeper
Private Heated Pool & Outdoor Shower
Covered Pool Cabana with Patio Furniture
Pool Loungers
Outdoor Patio Dining Table
Gas BBQ Grill
Professional.......read more

2 Bedroom(s)
Sleeps 4
Private vacation home

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Dog Friendly Lovely Pool Home Just 250 Steps To The Beach!

Holmes Beach Private vacation home - 4.92857 4.9 Star Review

202 56th St. #1, Holmes Beach, FL 34217

What You\'ll Love About This Home:

Location - 250 Steps to the Beach!
3 Bedroom / 2 Bathroom
3 King Beds
Saltwater Pool (shared)
BBQ Grill (shared)
Complimentary WIFI
Washer & Dryer (shared)
Beach Wagon, Beach Chairs & Beach Towels
Dog Friendly (with fee - see notes below.......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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Salty Margarita: 1 House to Beach! Pool, Spa & Rooftop Deck by Anna Maria Life Vacation Rentals

Holmes Beach Private vacation home - 4.78571 4.8 Star Review

106 81st, Holmes Beach, FL 34217

What You\'ll Love About This Home:

Location! One House to the Beach!
4 Bedrooms / 5 Bathrooms
4 King Master Bedrooms with En Suite Bathrooms
Heated Pool & Hot Tub
Pool Loungers
Outdoor Shower
Summer Kitchen with Gas BBQ Grill & Outdoor Dining Table
Third Floor Deck with Fire Pit & .......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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Beautiful home, 5 Houses from the Beach, Pool, Hot Tub, Ping Pong.

Holmes Beach Private vacation home - 5.0 5.0 Star Review

Maximize your outdoor experience in this 4 bedroom, 3.5 bath home located in the heart of Holmes Beach! Not only does this beach house provide two common area balconies, two bedroom balconies, a spacious pool area and covered patio, it\'s only a short block to the amazing gulf beaches Anna Maria Island is famous for. The house provides beach towel.......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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Beach View 8 in Holmes Beach

Holmes Beach Condo - 4.9375 4.9 Star Review

BeachView Condominum, #8 - Anna Maria Island - 2 Bedroom / 2 Bath, maximum occupancy of 6 people. VRC22-000101
Community Pool - Distance to Beach: 5 minute walk
Saturday to Saturday bookings during the months of January through April (high season), or monthly.
This delightfulcondo in Holmes Beach offers a shared pool, tw.......read more

2 Bedroom(s)
Sleeps 6
Condo

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1 Block To Beach! Convenient, Modern, Comfortable, Clean.

Holmes Beach Private vacation home - 4.8 4.8 Star Review

Comfortable, convenient townhouse one block to beach and close to other attractions. 2BR/2BA with 1 BR and BA with shower downstairs, and main living area, dining area, BA, master BR, laundry room and balcony upstairs. Many recent upgrades including new kitchen and appliances, new carpeting, flat screen TVs. Hi-speed WiFi. Virtually everything you\.......read more

2 Bedroom(s)
Sleeps 5
Private vacation home

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Anna Maria Island -Gorgeous Canal Home - 3BR/2BA

Holmes Beach Private vacation home - 5.0 5.0 Star Review

Canal House

Canal House is a renovated and designer- decorated three bedroom vacation home in the highly coveted Key Royale neighborhood - an island on the island. The house is located on a beautiful canal where you can kayak, paddle board or simply relax watching the sunset and marine life. Our canal has access to the intercoastal waterwa.......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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Beach Walk: North Beach Village, Pool, Quick Walk to Beach by Anna Maria Life Vacation Rentals

Holmes Beach Private vacation home - 4.90909 4.9 Star Review

6250 Holmes Blvd. #31, Holmes Beach, FL 34217

What You\'ll Love About This Home:

Location! 2.5 Blocks to the Beach!
2 Bedrooms / 2.5 Bathrooms
1 Queen, 2 Twins, Sofa Sleeper
Heated Community Pool
Screened Lanai
Gas BBQ Grill
Professional Linen Service, Washer & Dryer, Complimentary WIFI, Beach Towels
2 Parking Spa.......read more

2 Bedroom(s)
Sleeps 6
Private vacation home

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Holmes Beach 3BR/3BA Pool Home on Anna Maria Island, Jacuzzi & steps to the...

Holmes Beach Private vacation home - 5.0 5.0 Star Review

** LOOKING FOR A 3BR, 3BA POOL HOUSE ** JUST STEPS TO THE BEACH?
LOOK NO FURTHER, YOU HAVE FOUND PARADISE RIGHT HERE! This beautiful, completely remodeled home has everything you could possibly need for the most memorable vacation with family or friends. Step inside and be welcomed by comfortable seating, beautiful tropical decor and plent.......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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*GULFPATH* Cozy Chic Condo - Steps from the Beach WITH OCEAN VIEW!!!

Holmes Beach Private vacation home - 5.0 5.0 Star Review

Fully renovated interior with all new appliances, paint and furnishings. Fully outfitted kitchen with plenty of natural light that fills each room. You will be hard pressed to find a more sophisticated and chic beach space with the perfect designers touch.

2 bedrooms with King beds and 3rd bedroom makes for the perfect kids room with twin bu.......read more

3 Bedroom(s)
Sleeps 7
Private vacation home

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Tropical Paradise On The Beach Permit VRC17-000168

Holmes Beach Cottage - 4.59341 4.6 Star Review

New Flooring and Furniture in October 2022! Images will be up soon!

This quaint cottage is located "on the beach" at 3007 Avenue F Unit 4 on beautiful Holmes Beach. It is the upstairs unit (1 of 2) with a private deck and direct Gulf views. The cottage is very comfortable and sleeps 4 with plenty of space. The cottage is hidden away on a d.......read more

2 Bedroom(s)
Sleeps 5
Cottage

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Fully Renovated Private Pool Home West of Gulf Dr - Anna Maria Island

Holmes Beach Private vacation home - 4.75 4.8 Star Review

Spend your Anna Maria Island vacation in five star luxury when you visit “Aquarius”. This fully renovated Holmes Beach vacation rental offers both a stylish and relaxing destination for up to eight guests.

If you experience wanderlust “Aquarius” is truly the place for you with a fabulous location, gorgeous floor plan, beautiful aesthetic, g.......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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Sunkissed by Duncan Real Estate

Holmes Beach Private vacation home - 4.33333 4.3 Star Review

Sunkissed is a beautiful, elevated townhome located in Holmes Beach-just a short stroll to the gorgeous white sandy beaches of the Gulf of Mexico. This great property offers more than just a fantastic and central location but also features a private pool with a covered pool-side lanai which provides the ideal resting place after a day at the beach........read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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Spacious Condo on the Beach

Holmes Beach Condo - 5.0 5.0 Star Review

Newly remodeled condo with a view of the gulf from your relaxing balcony. Large heated pool and hot tub amid lush landscaping, then walk through the gate straight out to the beach. Stylish, clean, and comfortable interior awaits you. New flooring, countertops, appliances, paint, decor, tvs, linens & dishes. Beach accessories are available; includin.......read more

2 Bedroom(s)
Sleeps 6
Condo

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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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