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Holmes Beach Vacation Rentals, Condos and Beach Houses

Book Your Holmes Beach Florida Vacation Rentals Here and Save! Many to choose from, including Rental Homes or Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities to make your stay enjoyable.

Vacation Rentals by Owner in Holmes Beach Florida.

We have partnered with a major provider for Vacation Rentals by Owner directly through Florida Vacation Rental Homes. With hundreds of short term rentals to choose from, we now have the selection and value to offer our visitors searching for Places to Rent in Holmes Beach Florida.

Luxurious 2nd house off the BEACH, ELEVATOR ,PRIVATE HEATED POOL , BEST LOCATION

Holmes Beach Private vacation home 4.3

NO CAR NEEDED! TWO MASTER SUITES! Modern home within walking distance to Beach, Bay, Historic Bridge Street, pier, restaurants, shops, ice cream, mini golf, fishing, water sports, this location has it all! You will absolutely love the convenience here! Enjoy our beautiful beaches, watch sunsets and sunrises from your balconies or enjoying the heate.......read more

4 Bedroom(s)
4 Bath(s) Sleeps 10


Vacation Home


Experience Island Life! Great private Pool and Spa

Holmes Beach Private vacation home 4.8

Home Layout
• Bedroom 1 - 1 King Bed with en-suite bath
• Bedroom 2 - 2 full over full bunk beds, shares hallway bathroom
• Bedroom 3 - 1 King bed, shares hallway bath
There is also a Queen sleeper sofa in the living area

Features
• Massive and very private back yard with pool and spa
• Recently renovated and up.......read more

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


Vacation Home


LOCATION LOCATION LOCATION!!! Private pool, close to beach, 2 bedrooms!

Holmes Beach Condo 4.9

Home Layout:
• Bedroom 1 - Full / Full Bunk, shares hallway bathroom with shower/tub combo
• Bedroom 2 - King Master bedroom, ensuite bathroom with dual vanity sinks and walk-in shower

Features:
• Pool
• Backyard Patio with TV
• Beach chairs for guest use

Welcome to Sea Grape Escape! Location, location, loc.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4


Vacation Home


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

Holmes Beach Private vacation home 5.0

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)
5 Bath(s) Sleeps 8


Vacation Home


Paradise Palms: 4 BR, 2 BA House in Holmes Beach, Sleeps 6

Holmes Beach Private vacation home 4.3

Beautifully decorated 3 bedroom/2 bath ground level home plus Den and 2 car garage. Spectacular unsurpassed tropical landscaping surrounds the entire home. The open concept kichen, dining, and living room provide the perfect space for the entire family to gather together! The well equipped kitchen provides everything you may need for your meal prep.......read more

4 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Home


Castaway from reality at this beautiful brand new luxury home! 4 bed, 5 ba + poo

Holmes Beach Private vacation home 5.0

Welcome to Castaway! A beautiful brand new construction luxury home in the heart of Anna Maria Island, boasting exquisite coastal design, 4 bedrooms and 5 baths, and private cocktail pool. This property is situated just a 2 minute stroll away from our sugar-soft beach with calm turquoise waters!

Upon arrival you will feel relaxed as you wal.......read more

4 Bedroom(s)
6 Bath(s) Sleeps 8


Vacation Home


Playa Encantada Beachfront Community just Steps to the Beach

Holmes Beach Private vacation home 5.0

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)
2 Bath(s) Sleeps 4


Vacation Home


Newly Remodeled Duplex with Saltwater Pool and Hot Tub

Holmes Beach Private vacation home 4.8

Blue Oasis East 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)
3 Bath(s) Sleeps 6


Vacation Home


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

Holmes Beach Private vacation home 5.0

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)
2 Bath(s) Sleeps 6


Vacation Home


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

Holmes Beach Apartment 4.8

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
• .......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Home


On the beach block! Beautiful Home with Rooftop Deck, Pool and Spa!

Holmes Beach Private vacation home 4.8

*The City of Anna Maria, Holmes Beach, and Bradenton Beach all have noise ordinance policies in place, and they are enforced by local law enforcement and code enforcement officers. The goal of this program is not to limit your fun or vacationing experience, instead it is designed to ensure a quality stay for every guest and resident on our island. .......read more

5 Bedroom(s)
5 Bath(s) Sleeps 11


Vacation Home


Stunning "Glorious Daze" 4 bed/4bath beach house on Holmes Beach! Golf cart!

Holmes Beach Private vacation home 5.0

Welcome to Glorious Daze! Our four bedroom/four bath private home is located along the sugary white sands of beautiful Holmes Beach on quaint Anna Maria Island. Desiring a quiet get-a-way with family or friends? Glorious Daze may be just the place for you. The Old Florida atmosphere still permeates Anna Maria Island, where noise restrictions are i.......read more

4 Bedroom(s)
4 Bath(s) Sleeps 8


Vacation Home


Resort Sixty-Six - Anna Maria Island Quiet Studio

Holmes Beach Apartment

*** Sanitation/Cleaning Update ***

Bluegreen Resorts take great pride in meeting industry standards of cleanliness and safety in our resorts. They take great pride in meeting industry standards of cleanliness and safety at our resorts and continue to follow the CDC’s guidelines for sanitation and education.

"Private Beach Access For.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 2


Vacation Home


Escape from it all at Caribbean surf, with a private pool, minute to beach

Holmes Beach Private vacation home 4.9

306 67th Street Unit B Holmes Beach, FL 34217
VRC 19-000277
Book with confidence: Cancellations made up until 14 days prior to arrival result in a refund of 85% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 30 days prior to arrival in order to receive 85% of the grand total........read more

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


Vacation Home


Beach View of Manatee #1: 2 BR/ 2 BA Condo on Holmes Beach by RVA, Sleeps 4

Holmes Beach Condo 4.0

Looking for that tropical island getaway? Look no further than Beach View of Manatee #1 by RVA. This lovely, light and bright two-bedroom, two-bathroom condominium is ideally located and comfortably furnished. Located on beautiful Anna Maria Island in Holmes Beach, the free trolley stops a block away, which makes shopping and dining a breeze. Park .......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4


Vacation Home


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

Holmes Beach Private vacation home 5.0

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)
2 Bath(s) Sleeps 4


Vacation Home


Minnie Cottage - Beach House Real Estate

Holmes Beach Private vacation home 4.9

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)
3 Bath(s) Sleeps 6


Vacation Home


Gulf Sands 103, 2B/2B Beachfront condo on Anna Maria Island!

Holmes Beach Condo 4.9

Just remodeled in October 2019. Beautiful turquoise Gulf of Mexico waters, 7 miles of white sand beach, your own private balcony overlooking the beach and the water! This condo boasts a king sized master bedroom with view of the Gulf. XL twins in the guest room with adjacent bath. Undercover parking, LARGE heated pool with new paver deck, 42\' .......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4


Vacation Home


Gorgeous 4 bedroom Beach House with a private pool/spa! Bonus loft for kids!

Holmes Beach Private vacation home 4.8

Welcome to Surfer\'s Dream, a beautiful new construction home is perfectly located only 9 houses off the beach! This 4 bedroom, 6.5 bathroom home, plus loft, is absolutely amazing.
The home has 4 king bedrooms all with en-suite baths. On the 3rd floor is the open loft, with 4 day beds, plus a tv and video game console. It offers guests an a.......read more

4 Bedroom(s)
8 Bath(s) Sleeps 8


Vacation Home


Luxury Beach House, 1 block from beach!

Holmes Beach Private vacation home 5.0

This charming Anna Maria Island Vacation Home is located just a few houses from the white sand beaches!
Holmes Beach is a small town on Anna Maria Island in the Gulf of Mexico just south of Tampa Bay. It boasts miles of gorgeous white, sandy beaches, emerald Gulf waters, and abundant sunshine.
The Manatee Apartment is one of two apartments in.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 5


Vacation Home


Saltwater Palms by AMI Locals

Holmes Beach Private vacation home 5.0

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)
2 Bath(s) Sleeps 6


Vacation Home


Beach Front Condo with Gulf View - Pool - Jacuzzi - and BBQ Area

Holmes Beach Condo 4.6

La Casa Costiera is a luxuirous condo in the heart of Holmes Beach where the Mediterranean and the Gulf of Mexico meet. When you approach La Casa Costiera from the outside you will be amazed by the exquisite and well maintained landscaping of the property. As the brick pavers draw you to the elevator you will have a feeling that you have reached a .......read more

3 Bedroom(s)
3 Bath(s) Sleeps 6


Vacation Home


Northern end of Holmes Beach, private pool and more!

Holmes Beach Private vacation home 4.6

Beachwalk is an elevated home tucked away on a quiet residential street, in Holmes Beach. The local shops and restaurants on Pine Ave. are just a short bike ride away!

This home includes the following features:
-1 King bed, 1 Queen, 2 Twins, and 1 Queen sleeper sofa – Sleeps up to 6
-Private heated pool (Heated seasonally, Nov-April).......read more

3 Bedroom(s)
3 Bath(s) Sleeps 6


Vacation Home


Anna Maria Island on the Beach - 100 Steps to the water- seen in Southern Living

Holmes Beach Apartment 4.9

Our five unit property was featured in the January/February 2020 issue of Southern Living, and we are honored and thrilled. We have over 150 feet of private beach access, with six spacious, uncrowded Gulf front patios shared by all units, with comfy loungers, and complimentary beach gear. Your own private patio is located at your door. Our place is.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Home


Island Paradise #6 - Cozy Condo with Spectacular Gulf Views

Holmes Beach Condo 4.6

Home Layout:
• Bedroom 1 - Master King bed, ensuite bathroom with dual vanity
• Bedroom 2 - Queen Bed, shares hallway bathroom with walk-in shower
• Bedroom 3 - Two Full beds, shares hallway bathroom with walk-in shower

Features:
• Beachfront Condo property
• Shared Heated Pool
• 3rd Floor Unit
• Great ce.......read more

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


Vacation Home


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

Holmes Beach Condo 4.9

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)
2 Bath(s) Sleeps 4


Vacation Home


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

Holmes Beach Condo 5.0

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)
4 Bath(s) Sleeps 8


Vacation Home


Beachfront condo with views for days! Island Paradise #5 awaits you on Anna Mari

Holmes Beach Condo 4.6

Home Layout:
• Bedroom 1 - Master King bed, ensuite bathroom with shower and dual vanity
• Bedroom 2 - Full Bed, shares hallway bathroom with walk-in shower
• Bedroom 3 - Full bed, shares hallway bathroom with walk-in shower

Features:
• Beachfront Condo property
• Shared Heated Pool
• 3rd Floor Unit
• Gre.......read more

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


Vacation Home


Coccoloba by Duncan Real Estate

Holmes Beach Private vacation home 5.0

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)
2 Bath(s) Sleeps 6


Vacation Home


PETS STAY FREE, 1.5 Blocks from Beach, First Responder and Military Discount

Holmes Beach Private vacation home 4.6

Lower Duplex Home located steps from the Gulf of Mexico, this Beach Bungalow is perfect for couples and families alike.. Only .5 miles from shops and restaurant and 1.5 miles from historic Anna Maria, this house offers convenience with a remote island feel.


King, Queen and twin beds are in the home. Full kitchen, dining room and wash.......read more

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


Vacation Home


Minutes to the Beach, Heated Pool, Lush Tropical Setting on AMI

Holmes Beach Private vacation home 4.3

Nestled in a tranquil coastal community in beautiful Holmes Beach, the aptly named Holmes Sweet Holmes is the ideal spot for your family\'s next escape to the shore. Featuring three blissful bedrooms and lots of communal living space, this picture-perfect home base allows everyone to have their own private time, while still keeping everyone close a.......read more

3 Bedroom(s)
3 Bath(s) Sleeps 6


Vacation Home


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

Holmes Beach Private vacation home 5.0

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 .......read more

4 Bedroom(s)
2 Bath(s) Sleeps 8


Vacation Home


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

Holmes Beach Cottage 5.0

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)
3 Bath(s) Sleeps 4


Vacation Home


307 65th Street - 4 bed 4 bath, bonus bunk room heated pool WATER SLIDE spa WiFi

Holmes Beach Private vacation home 4.9

VRC 18-000047

This stunningly built and decorated 4 bedroom + Bunk Den 4 bath home is just steps from the sparkling white sandy beaches of the Gulf of Mexico with crystal clear blue waters. Located in prime Holmes Beach, you are within walking distance to the award winning Beach Bistro and many other restaurants, live music , bars and more........read more

4 Bedroom(s)
4 Bath(s) Sleeps 8


Vacation Home


8 bd luxury home with private pool + spa! Close to the beach, great location!

Holmes Beach Private vacation home 4.9

Beach Haven offers an escape to Anna Maria Island from the hustle and bustle of everyday life! This stunning 8 bedroom and 7.5 bath luxury home is located on beautiful Anna Maria Island in Holmes Beach city. Everyone in your group will love the amenities this home has to offer. Close by you will find bars, restaurants, shopping, entertainment, a.......read more

8 Bedroom(s)
8 Bath(s) Sleeps 16


Vacation Home


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

Holmes Beach Private vacation home 4.7

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 Skinn.......read more

5 Bedroom(s)
4 Bath(s) Sleeps 10


Vacation Home


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