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.

Sea Pirate 7 2/1 Condo Pool Just Steps To Beach

Holmes Beach Condo - 4.75 4.8 Star Review

VRC16-000815

Sea Pirate Condo #7, located at 3301 Gulf Drive in the heart of Holmes Beach is just a stone\'s throw from the tropic teal waters of the Gulf of Mexico. Situated in a much desired area, close to shopping and restaurants, this smaller complex features a large heated pool, on site coin operated laundry facilities and enclosed priv.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Minnie Cottage - Beach House Real Estate

Holmes Beach Private vacation home - 4.85714 4.9 Star Review

AT A GLANCE
Beautiful 3-bedroom 3 bath homes
West of Gulf Drive, a short stroll to the beach
Gorgeous private heated with swim up tiki bar
Fully stocked kitchen with granite countertops and stainless-steel appliances
2 Kings, 1 Queen to comfortably accommodate 6 people

Minnie Cottage
125 47th Street
Holmes Beach, FL 342.......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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Saltwater Palms by AMI Locals

Holmes Beach Private vacation home - 5.0 5.0 Star Review

Welcome to Saltwater Palms

This hip beachy townhome has everything you need! Located just across the street from the Gulf Beaches, Saltwater Palms is sure to please!

Recently remodeled and updated with a fresh new look you will enjoy all the space from the sundeck, screened lanai for morning coffee to the oversized back covered BBQ .......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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Pelican Paradise by Beach Boutique Rentals

Holmes Beach Condo - 5.0 5.0 Star Review

Welcome to Pelican Paradise! This 2 bedroom condo is close to the beach and in the heart of it all.

*Features include*

* 2 full bedrooms and 2 bathrooms
* Fully equipped kitchen
* Screened in balcony with room to dine
* Easy Walk to the Anna Maria Island Shops
* Washer and dryer in unit
* Plenty of room to sleep 6.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Come get A Wave from it All! Pet Friendly!

Holmes Beach Condo

Want to get "A Wave from it All"!?! At this cozy, coastal 2 bedroom 2 bath condo you can step inside and drop your cares at the door! Tastefully furnished it leaves little to pack. It\'s close to the beach, shops, restaurants and the Island exit. Natural lighting in the living room and island breezes on the screened-in porch.
It is nestled back .......read more

2 Bedroom(s)
Sleeps 4
Condo

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Gorgeous condo one block from Manatee Beach

Holmes Beach Condo

Welcome to paradise! Enjoy close proximity to beach and everything you could possibly want in newly renovated quiet and safe 2 bedroom 2 bath spacious condo located in Westbay Cove. Laundry in unit. Easily accessible (avoid traffic) and walk to grocery, drug store and numerous restaurants. Community has 2 pools, tennis and pickleball. One designate.......read more

2 Bedroom(s)
Sleeps 4
Condo

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Playa Encantada Beachfront Community just Steps to the Beach

Holmes Beach Private vacation home - 5.0 5.0 Star Review

Playa Encantada Beacfront Community just Steps to the Beach

Shell Game has recently been transformed into a fun and stunning tropical retreat that offers 1,154 sq. ft. of spacious living area with a newly upgraded kitchen. Located in the sought after complex of Playa Encantada; Shell Game is a tropical beach front community on the white sand.......read more

2 Bedroom(s)
Sleeps 4
Private vacation home

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Sun Cottage

Holmes Beach Private vacation home - 4.6 4.6 Star Review

**Beach House, Sleeps 4, Easy walk to beach, Shops & Restaurants**

Beautiful cozy cottage conveniently located in the heart of Holmes Beach. This one bedroom home has it all. Newly renovated kitchen and appliances and private patio area make for quiet evenings enjoying the sounds of Holmes Beach.

The home is fully stocked with all dis.......read more

Studio
Sleeps 4
Private vacation home

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Hello Sunshine - One Bedroom Apartment, Sleeps 4

Holmes Beach Apartment

Hello, Sunshine! If you are ready for a great relaxing stay on beautiful Anna Maria Island, then this unit is for you! You will love this gorgeous one-bedroom / one-bath ground-floor unit with direct access to the beautiful Anna Maria Island Beaches. This condo makes it easy to enjoy leisurely strolls on the sugar sand shores of Holmes Beach, as He.......read more

Studio
Sleeps 4
Apartment

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PRIVATE HOME w/ HEATED POOL!!!

Holmes Beach Cottage

One level living, this Old-World Florida Cottage meets Shabby Chic! Brand new private heated pool, air-conditioning and free wi-fi. Come escape from it all and relax in paradise minutes from public beach access. Quietly nestled between Bradenton Beach and Anna Maria, this Holmes Beach location is convenient to everything the island has to offer. En.......read more

3 Bedroom(s)
Sleeps 8
Cottage

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Just a Stones Throw from the beach

Holmes Beach Villa - 4.5 4.5 Star Review

This pet friendly (under 40 lbs) 2BR/1BA owner’s side of a duplex is less than 150 steps to the beach! The unit includes a king size bed in the master, queen size futon and full size bed in the second bedroom and screened-in porch. Plenty of space for a backyard BBQ and attached laundry room. Everything you need to stay for a few weeks or all seaso.......read more

2 Bedroom(s)
Sleeps 3
Villa

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Beach Front Condo direct on water

Holmes Beach Condo

Steps to beach, secure building, beautiful view from sunset. 1200 sq ft 2/2 with all amenities. Best beach and sunset view on the Island. Walking distance restaurants, bars and shopping. Secure building.......read more

2 Bedroom(s)
Sleeps 4
Condo

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4 Sandpipers: Dog Friendly Pool & Spa Home 1.5 Blocks to Beach by Anna Maria Life Vacation Rentals

Holmes Beach Private vacation home - 4.88889 4.9 Star Review

204 77th St, Holmes Beach, FL 34217

What You\'ll Love About This Home:

Location! Located just 1.5 blocks to the beach!
4 Bedrooms & 4.5 bath
Each bedroom has its own en-suite private bathroom
3 King beds, 1 Full over Full Bunk Bed with trundle
Luggage stands / racks in each King bedroom
Office space with desk and moni.......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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Newly Remodeled Ground Level with Pool!

Holmes Beach Private vacation home - 4.69231 4.7 Star Review

Welcome to the "Perfect Place" on Anna Maria Island! This newly renovated, ground level, 3 bedroom 3 bath home offers the perfect space to spend your next vacation! Enjoy the fully updated, gas stove, open concept kitchen for group meals and entertaining. The beautiful screened in pool area creates the perfect atmosphere to lounge in the sun or tak.......read more

3 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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Elegant Beach House with Private Pool, Minutes From The Beach!

Holmes Beach Private vacation home - 5.0 5.0 Star Review

Welcome to your piece of paradise on Anna Maria Island! Spacious floor plan with 2 bedrooms and living area downstairs, master and 4th bedroom upstairs along with a bonus room. Flat screen TV\'s in every room. Gather around the open kitchen with stainless Frigidaire Professional series appliances, white wood cabinets and striking Carrera marble cou.......read more

4 Bedroom(s)
Sleeps 8
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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Pool home with WATERSLIDE! Close to beach! Perfect for family vacation

Holmes Beach Private vacation home - 4.66667 4.7 Star Review

Conch House on Anna Maria Island is a beautifully appointed 6 bedroom, 4.5 bathroom luxury home featuring a wonderful outdoor entertaining space. Just an easy 2 block walk to the inviting turquoise water of the Gulf of Mexico beaches, which inspired the color chosen for this home!

Conch House home layout
Main level (2nd floor)
• Bedroo.......read more

6 Bedroom(s)
Sleeps 12
Private vacation home

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Good Life: 4 BR, 2 BA House in Holmes Beach, Sleeps 8

Holmes Beach Private vacation home - 5.0 5.0 Star Review

Tropical 4 bedroom 2 bath home with heated pool is a mere 350 yards from the sugar sand beaches located on a Sportsman Canal with views of Tampa Bay. Leave your car behind and experience an incredible vacation in our home designed for the ultimate family retreat or boater’s paradise. Extra large living room and billiards room opens up with views of.......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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GORGEOUS, REMODELED CANAL FRONT HOME.

HOLMES BEACH Private vacation home - 5.0 5.0 Star Review

Gorgeous, recently renovated two bedroom, two bath canal front home. This ground level home located in Bay Palms Subdivision was just updated with brand new furnishings, paint and an updated kitchen and bathrooms.

Very bright interior with tons of natural light. Cool, terrazzo floors throughout and a beautiful decor. Great back yard with ca.......read more

2 Bedroom(s)
Sleeps 6
Private vacation home

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Perfect location, just off the beach - Great Rooftop Deck for sunset views!

Holmes Beach Private vacation home - 4.72 4.7 Star Review

Welcome to Beach View Retreat! This beautiful vacation home is located on a quiet peaceful side street - less than a 5-minute walk to the soft white sugary sands on one of Anna Maria Island’s top beaches, Manatee Public Beach! Once you arrive you will never need to drive anywhere: walk across the street to the beach, to our local favorite Skinny’.......read more

5 Bedroom(s)
Sleeps 10
Private vacation home

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Island Serenity: North Beach Village, Dog Friendly, Short Walk to Beach by Anna Maria Life

Holmes Beach Private vacation home - 4.95652 5.0 Star Review

6250 Holmes Blvd. #54, Holmes Beach, FL 34217

What You\'ll Love About This Home:
Location! 2.5 Blocks to the Beach!
3 Bedroom/ 2.5 Bathroom
1 King bed, 1 Queen bed, 1 Bunkbed - Twin over Double
Fully Equipped Kitchen
Heated Community Pool
Gas BBQ Grill
Professional Linen Service, Washer & Dryer, Complimentary WIFI
Bea.......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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Spacious Heated Pool and Hot Tub just a short walk from the Gulf Beaches

Holmes Beach Private vacation home - 4.6 4.6 Star Review

Looking for a great vacation location on beautiful Holme Beach, then look no further. This newly renovated light & bright private 2 bedroom, 2 bathroom home features a great floor plan complete with brand new heated pool with spa & sun-shelf, game room, full size washer / dryer, cable TV, WiFi and so much more. This tropical retreat and luxurious .......read more

2 Bedroom(s)
Sleeps 6
Private vacation home

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Enjoy Sunsets at Fully Equipped 2BR/2BA Duplex 2 shorts blocks by the Beach

Holmes Beach Private vacation home - 5.0 5.0 Star Review

Welcome to Anna Maria Island and her beautiful beaches which are a short, safe and quiet walk from this brand new sunny apartment. After a relaxing day on the beach, enjoy a soothing experience in the rain showers back at the apartment before catching arguably the best sunsets on the continental United States. No need for your car. Convenient stor.......read more

2 Bedroom(s)
Sleeps 4
Private vacation home

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Anna Maria 2 Family Home w/ pool, beach/3 blocks.

Holmes Beach Private vacation home - 4.90909 4.9 Star Review

Side B is being rented with private use of the pool and private use of all the fenced in area around the pool & unit. Again, the pool and pool area are not shared spaces, and side B truly does come with private use of these areas. Side B is 1325SF, has 3 bedrooms, 2 bathrooms and sleeps 10. Side B is the only side referenced in this listing. read more

3 Bedroom(s)
Private vacation home

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Coccoloba by Duncan Real Estate

Holmes Beach Private vacation home - 5.0 5.0 Star Review

Welcome to Coccoloba! This beautiful single-family home is located across from the sugar sand beaches in Holmes Beach. You enter the living room that features a large TV for great family entertainment. There is also a small table with chairs for a morning coffee or a cocktail before dinner or just hanging out with a good read. The galley style kitc.......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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New Retro Style Home with Large Pool Close to Downtown Holmes Beach and Walk to Beach!

Holmes Beach Cottage - 5.0 5.0 Star Review

Welcome to Gumbo Cottage located just 7 houses from the Gulf beaches of Anna Maria Island and a street away from downtown Holmes Beach. This ground level half duplex with 2 bedrooms, 2 baths has its own private patio for you to enjoy with heated pool, outdoor shower and grill surrounded by tropical landscaping. Inside, you will find retro styled li.......read more

2 Bedroom(s)
Sleeps 4
Cottage

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Sandy Cheeks & Barefeet, Gorgeous Gulf beach Place, beachview! Anna Maria Island

Holmes Beach Condo - 4.90909 4.9 Star Review

Gulf views from several rooms and lanai! Quick access (only 1 small house between you and sun & sand). 2 Bedroom, 2 Bath, Sleeps 4, Pool, Gulf Views, Steps to the Beach! No Pets Fabulous Location on the island & beach! 60 steps to sand!! No roads to cross!!! Beachy themed, spacious, & Gulf ocean water views are ways to describe this 1395 sq. ft. 2 .......read more

2 Bedroom(s)
Sleeps 4
Condo

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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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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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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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