Holmes Beach Vacation Rentals on Anna Maria Island

Holmes Beach Condo 4.7

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

Holmes Beach Private vacation home 5.0

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
Heated Saltwater Pool (shared)
BBQ Grill (shared)
Complimentary WIFI
Washer & Dryer (shared)
Beach Chairs & Beach Towels
Dog Friendly (with fee - see notes below)
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3 Bedroom(s)
2 Bath(s) Sleeps 6

Vacation Home

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

Holmes Beach Private vacation home 4.8

This is a privately owned side by side property, nothing is shared . Private driveway/ garage / Pool and fenced in back yard.
We highly recommend TRIP INSURANCE
Home away from home, cozy and comfortable Beach house. A 5 minute walk to the beach and shops. Very quite neighbor hood.
New elevated house with private heated pool, and fenced .......read more

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

Vacation Home

Holmes Beach Private vacation home 4.5

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

Holmes Beach Private vacation home 4.7

Upper Duplex Home located steps from the Gulf of Mexico, this Beach Bungalow with shared Pool is perfect for couples and families alike. Only 1/2 mile from shops and restaurants 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 r.......read more

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

Vacation Home

Holmes Beach Condo 4.9

Newly remodeled. 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' HD flat screen.......read more

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

Vacation Home

Holmes Beach Private vacation home 5.0

This completely custom remodeled island 3 bedroom 2 bath 2100 sq ft. pet friendly home was recently completed a couple of years ago.

It is just one block (we have a long block) to the beach (short 5 min walk) and centrally located on Anna Maria Island in the city of Holmes Beach on a relaxing super friendly residential street!

While t.......read more

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

Vacation Home

Holmes Beach Private vacation home 4.9

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 & L.......read more

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

Vacation Home

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)
2 Bath(s) Sleeps 4

Vacation Home

Holmes Beach Villa 4.9

AWESOME LOCATION! The north Side- is a two-bedroom of a villa with all the luxury necessary to feel pampered but the comfort to feel cozy. Enter the cozy coastal villa either through the front door or the side carport living area. When you enter, immediately notice the attention to every detail showcasing an island coastal villa. The front entrance.......read more

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

Vacation Home

Holmes Beach Villa 4.8

This cute Villa in Holmes Beach is a perfect getaway nestled in a quiet neighborhood. Come relax for a week in this 2bedroom, 2 bathroom villa close enough to the beach to walk and then relax or enjoy all that Anna Maria has to offer!

The master suite has a king size bed and on-suite shower bathroom. There is a full closet, chest of drawers .......read more

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

Vacation Home

Holmes Beach Private vacation home 4.8

Brilliant location! As seen on 'A Place in the Sun' Channel 4 UK TV programme!

Perfectly designed for sharing with family and friends!

Bright, clean and spacious 'New England' style property, well designed over 2 floors. End property so quietly located with stunning surrounding views.

ADDITIONAL BENEFIT is that we use a loca.......read more

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

Vacation Home

Holmes Beach Villa 5.0

7 houses from the white sands of the Gulf of Mexico you'll find this duplex inspired by AMI sunsets. Walking distance to pharmacy, shops and restaurants. Trolley stop 2 blocks away.
Fully equipped kitchen including microwave, stove, refrigerator, dishwasher, toaster & coffee pot. WIFI, cable and linens provided. WIFI, cable and linens provid.......read more

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

Vacation Home

Holmes Beach Hotel resort 5.0

These BRAND NEW Island Rooms have been impeccably furnished to provide the very latest in both style and ambiance. Lavishly designed with the guests comfort in mind, these rooms feature King canopy beds with superior bedding, huge smart TVs, and all the comforts of home. Full private bathrooms feature smart lighting with back-lit LED mirrors, and.......read more

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

Vacation Home

Holmes Beach Private vacation home 4.6

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 Spac.......read more

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

Vacation Home

Holmes Beach Condo

Amazing View of the Tampa Bay from this Immaculate 2B/2B - 2nd. Fl. Bayfront Condo. Two blocks from white sand beaches on Anna Maria Island.

Westbay Cove located at 600 Manatee Ave. West in Holmes Beach Fl. is a lovely and scenic 2b/2b bayfront condo on Annamaria island. Guests can either swim, paddle board, kayak, or fish from the b.......read more

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

Vacation Home

Holmes Beach Condo 4.5

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

2 Bedroom(s)
2 Bath(s) Sleeps 7

Vacation Home

Holmes Beach Private vacation home 4.9

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)
3 Bath(s) Sleeps 6

Vacation Home

Holmes Beach Private vacation home 4.8

DISCLOSURE!!: There is currently an ongoing disagreement regarding the beach access path on 78th Street. In the meantime, we ask that you use the beach access trail that is located on 77th street, directly behind the home you will be staying in.

You can access it by walking through the side yard of this home. There is no need to walk all the.......read more

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

Vacation Home

Holmes Beach Private vacation home 4.8

Surfer’s Dream by AMI Locals
Home in Holmes Beach, Florida
VRC19-000029

Welcome to Surfer's Dream, a four-bedroom and six-and-a-half bath beach lovers paradise just a block from the Gulf of Mexico beaches! This pet-friendly vacation home has a fantastic backyard with a private pool, hot tub, BBQ area, a covered patio with a foosball .......read more

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

Vacation Home

Holmes Beach Private vacation home 4.9

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 towels.......read more

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

Vacation Home

Holmes Beach Apartment 5.0

Unforgettable water views await you from this amazing remodeled second floor 3 bedroom, 2 bathroom condo.

Relax and enjoy the tranquility of West Bay Point Moorings with its panoramic view of Tampa Bay. Your vantage point for these spectacular views is a condo located in the unique Anna Maria Island resort style complex of West Bay Point & M.......read more

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

Vacation Home

Holmes Beach Condo 4.9

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

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

Vacation Home

Holmes Beach Apartment 5.0

Just 300 steps from the beach, Harbor Lane Court is a 4 unit resort, with 3 one bedroom, one bath apartments, & one two-bedroom, 2 bath apartment. Just newly renovated, all units are ground floor and this little resort has lots of Old Florida charm, with the original 1962 terrazzo floors & cathedral ceilings. Apartment #1 (Serenity) is one bedroom .......read more

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

Vacation Home

Holmes Beach Apartment 5.0

Just 300 steps from the beach, Harbor Lane Court is a 4 unit resort, with 3 one bedroom, one bath apartments, and one two-bedroom, 2 bath apartment. Newly renovated, all units are ground floor and this little resort has lots of Old Florida charm, with the original 1962 terrazzo floors & cathedral ceilings. Look at our photos to see a site plan with.......read more

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

Vacation Home

Holmes Beach Apartment 5.0

Just 300 steps from the beach, Harbor Lane Court is a 4 unit resort, with 3 one bedroom, one bath apartments, & one two-bedroom, 2 bath apartment. Look at our photos to see a site plan with all 4 units and their ID numbers & read their reviews also. Just newly renovated, all units are ground floor and this little resort has lots of Old Florida ch.......read more

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

Vacation Home

Holmes Beach Private vacation home 5.0

Book direct with VRBO and Pam and avoid management company fees!

* 30 Night minimum rental period per city code - contact owner for more information.

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 beautifu.......read more

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

Vacation Home

Holmes Beach Cottage 5.0

One level living, the PINK PALM, is a fantastic 2-bedroom, 2-bathroom, Old-World Florida Cottage meets Shabby Chic! Freshly painted pink and brand new private heated pool, air-conditioning and wi-fi. What else do you need?

Come escape from it all and relax in paradise minutes from public beach access. Quietly nestled between Bradenton Beach.......read more

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

Vacation Home

Holmes Beach Private vacation home 4.5

Pineapple Paradise by Anna Maria Island Locals
Home in Holmes Beach, FL

Only steps to the beach!

Highlights:
• Pool and spa with a water slide
• Large fenced in backyard
• Kitchen is fully equipped
• Dog friendly with host approval and $250 pet fee

Home Layout
Main level (2nd floor)
• Bedroom 1 .......read more

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

Vacation Home

Holmes Beach Private vacation home 4.8

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 bedrooms. 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-in showers. Sliding doors in the living room an.......read more

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

Vacation Home

Holmes Beach Private vacation home 3.8

Our Island Retreat cottage, situated 3 blocks from the beach and 2 blocks from the bay with a heated pool and secluded yard surrounded by mangroves, is a two story pet friendly home which includes 3 bedrooms on the first floor with the master suite on second floor, cable TV in all 4 bedrooms, washer/dryer, dishwasher, microwave, dishes, linens and .......read more

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

Vacation Home

Holmes Beach Private vacation home 5.0

Anchorsaway is a Completely renovated canal home, the ultimate in waterfront luxury. No expenses spared on this beautiful new home. Cypress and shiplap ceiling, glass tile, travertine pool deck, wood beams, Viking appliances, Ipe outdoor shower, full house sonos, 5 huge flats screens, bring your boat for the 12k lift, use our kayaks and pad.......read more

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

Vacation Home

Holmes Beach Villa 4.5

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 sea.......read more

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

Vacation Home

Holmes Beach Condo 4.8

**ASK ABOUT LAST MINUTE DEALS!
Perfectly situated on the Gulf of Mexico in the center of Anna Maria Island, Gulf Place is a small, thoughtfully designed, and carefully maintained condo complex that offers guests a beach vacation to remember. All units are nestled around a heated pool, and each features a view of the crystal-blue waters and.......read more

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

Vacation Home

Holmes Beach Villa 4.7

Villa #6 Starfish by AMI Locals
Villa in Holmes Beach, Florida

Dive into resort-style living at Villa #6 Starfish, a beautiful one-bedroom and one-bath vacation getaway. Island West Resort is a beautiful resort with unique villas located two minutes from the Gulf of Mexico with a shared pool and BBQ grills. It boasts comfy outdoor couches.......read more

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

Vacation Home