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Holmes Beach Vacation Rentals, Condos and Beach Houses

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Browse Vacation Rentals, Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer 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 seasonal rentals in Holmes Beach to choose from, we now have the selection and value to offer our visitors going to Florida.

Four Beach Lovers 1 - Holmes Beach House

Fire Beach Lovers 1: 1 Bedroom / 1 BA multi unit in Holmes Beach, Sleeps 4

VRC16-000516 Four Beach Lovers is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touch areas like remotes, light switches and doorknobs, etc... All bedding is professionally laundered and sanitized with fresh clean comforters or duvets. Welcome to the Four Beach Lovers, located in Holmes Beach, this gulf front tropical paradise features four well-appointed and comfortable one bedroom units. Each of t.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 4 House Rentals

Vacation Home

Beach Townhouses 104 - Holmes Beach Townhome

Across The Street From The Beach Beach Townhouse 104

VRC20-000191 This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touch areas like remotes, light switches and doorknobs, etc... All bedding is professionally laundered and sanitized with fresh clean comforters or duvets. Beach Townhouse Condo, located in Holmes Beach is a spacious two bedroom, two and one half bath town home condo with heated pool and gulf view. There are open lanais off bo.......read more

2 Bedroom(s)
3 Bath(s) - Sleeps 4 Townhome Rentals

Vacation Home

Groovy Gecko 7612.Gulf - Holmes Beach Cottage

Ground Floor Two Bedroom Island Styled Home on Beautiful Anna Maria. Close to Beaches!!

Welcome to Groovy Gecko Cottage just a few houses down from the Gulf beaches of Anna Maria Island. This cottage is a ground level half duplex with 2 bedrooms, 1 and a half baths and its own private patio with sun and shade surrounded by tropical landscaping where you can enjoy the the heated pool, outdoor shower and Weber grill. You can enjoy a day at the beach with the provided beach wagon, chairs and umbrella located in the garage. Inside you w.......read more

2 Bedroom(s)
3 Bath(s) - Sleeps 5 Cottage Rentals

Vacation Home

Anna Maria Beach Place, Unit 6 - Holmes Beach Condo

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

VRC 21-000063 Anna Maria Beach Place 6 is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touch areas like remotes, light switches and doorknobs, etc... All bedding is professionally laundered and sanitized with fresh clean comforters or duvets. This property has keyless, no-contact check in for your convenience. Anna Maria Beach Place #6, located in Holmes Beach is a charming beachside complex featurin.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 4 Condo Rentals

Vacation Home

Gulf Sands 201 - Holmes Beach Condo

Gulf Sands 201: 2 BR / 2 BA 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 parking. This complex is located adjacent to the Manatee Public Beach to provide added activities for the children as well as a lifeguard protected beach. It’s centrally located in Holmes Beach so you .......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 6 Condo Rentals

Vacation Home

Fountainhead Condo 4 - Holmes Beach Condo

Fountainhead Condo 4 2/2 Condo Steps To white Sugar Sand Beach, Large Pool

VRC16-000542 Fountainhead Condo #4, located at 3402 6th Avenue in Holmes Beach is just a few steps from the beautiful beaches and emerald green water of the Gulf. This eight unit complex has a heated pool and laundry room on site. This unit is beautifully furnished and well equipped for your enjoyment. This two bedroom, two bath townhouse will sleep four with a queen size bed in one bedroom and two twin beds in the second bedroom. There are thr.......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 4 Condo Rentals

Vacation Home

Vacation Rentals - Holmes Beach Condo

Anna Maria by the Bay (30 day minimum)

Beautifully furnished bayside condo with gorgeous relaxing view. End unit, many windows let the sights in from every angle! Sleeps 4, king beds in both suites. TV’s in both bedrooms with cable and Roku. Fully equipped updated kitchen, bar and dining room. Across the street from pool and hot tub. 6 blocks to the beach; easy walk. Enjoy amazing beaches, great restaurants, shopping and friendly, cozy atmosphere on Anna Maria Island. Complete wit.......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 4 Condo Rentals

Vacation Home

Unit 1 - First Floor Beach Front 3 Bedroom - Holmes Beach Condo

Mainsail Beach Inn 3 Bedroom Beach Facing Unit

Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect for a long vacation on Anna Maria Island. Each suite offers two to three bathrooms, washer and dryer and spectacular views of the Gulf of Mexico from your private deck or balcony. Our vacation rental interiors are professionally and artistically decorated with the perfect combination of warmth and luxury. Each suite features marb.......read more

3 Bedroom(s)
3 Bath(s) - Sleeps 8 Condo Rentals

Vacation Home

Coconut Hideaway 107.77th - Holmes Beach House

Beautiful Island Home with Great Amenities, Pool, Grill, located close to the Gulf Beaches

Welcome to Coconut Hideaway located just steps 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, you will find a beach wagon, chairs and umbrella for your days on the beach. As you enter the home, you will find that the fully equipped kitchen with a dining table for 8 opens into the living area for ea.......read more

4 Bedroom(s)
5 Bath(s) - Sleeps 8 House Rentals

Vacation Home

Los Arcos de Canasi - Holmes Beach House

BEACHVIEW pool home 3/ 2.5 sleeps 6

Newer large beachview home with 3 bedrooms and 2.5 baths, accommodates 6 guests maxium. New furnishings and decor. Just steps to sandy beach. Private heated, outdoor saltwater pool. Large covered lanai. Two car garage. Trolley stops directly in front of home, a vehicle is not needed to travel island with use of free trolley services. Walking distance to bars and restaurants. Centrally located in Holmes Beach. Contact owner for availability. .......read more

3 Bedroom(s)
4 Bath(s) - Sleeps 6 House Rentals

Vacation Home

Sea-Esta - Holmes Beach House

Sea Esta 3/2 Duplex Private Pool Close To Tennis Boat Ramp Dining

VRC19-000216 Sea-Esta located at 409 63rd St in Holmes Beach is a three bedroom two bathroom, ground level unit with a pool that sleeps six. Located in the heart of Holmes Beach you have access to the beach within a few blocks. This location is convenient to tennis courts and boat ramp. There are plenty of restaurants and shopping with in walking distance. Every room features a flat screen television. The large screened in patio features a gas.......read more

3 Bedroom(s)
2 Bath(s) - Sleeps 6 House Rentals

Vacation Home

Gone Coastal Too - Holmes Beach Villa

Fall Vacation Sale!!! Prices Reduced! Gone Coastal Too: Beautiful Family & Pet-friendly Private Home With a Heated Salt Water Pool!

** CALL US FOR LAST MINUTE SPECIALS AND SHORTER STAYS ** GONE COASTAL TOO Centrally located in Holmes Beach, this elevated two bedroom/two bath half duplex has its own private heated salt water pool and outdoor bbq area! It also has an outside shower for showering off after your trips to the beach. Inside it has a split plan with a king sized bedroom and a second bedroom with twin beds. Updated throughout and furnished in bright, coastal colo.......read more

2 Bedroom(s)
2 Bath(s) - Sleeps 4 Villa Rentals

Vacation Home

Palm Cay 3 - Holmes Beach Condo

Palm Cay 3 2/1 Condo Pool Near White Sandy Beach Close To Dining & Shopping

VRC16-000554 Palm Cay Condominium #3 is located at 3000 Gulf Drive in Holmes Beach, on the west side of the street for easy beach access. The complex offers a heated pool and an on-site coin operated laundry room for your convenience. It’s a short stroll to shopping and restaurants and the beach is less than a two minute walk away. This two bedroom, one bath, upstairs unit will sleep six with two queen size beds in the master bedroom and an.......read more

2 Bedroom(s)
1 Bath(s) - Sleeps 6 Condo Rentals

Vacation Home

Siboney - Holmes Beach House

Siboney 3/2 Private Pool Home

VRC16-000563 The Siboney located at 3700 Gulf Drive in Holmes Beach, is an exquisite, executive level home with a private heated pool set amidst tropical, native landscaping. Its 2000 square feet of luxury! The beach is approximately one half block away with no major roads to cross. You can enjoy views of the gulf from within home and rooftop deck. This spacious property features all normal amenities as well as extras such as a garage and a full.......read more

3 Bedroom(s)
3 Bath(s) - Sleeps 6 House Rentals

Vacation Home

Aqua Oasis 109.77th - Holmes Beach House

Luxury Four Bedroom Home with Easy Access to Beach. Pool and private Patio.

Welcome to Aqua Oasis located just steps 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 a beach wagon, chairs and umbrella for a day at the beach. As you enter the home, you will find that the fully equipped kitchen has a dining table for 8 and is open to the spacious living room. The living area h.......read more

4 Bedroom(s)
5 Bath(s) - Sleeps 8 House Rentals

Vacation Home

Alamanda Villas 5 - Holmes Beach Condo

Alamanda Villas 5 Beach Side Condo With Heated Pool

VRC16-000514Alamanda Villas, located at 102 39th Street in Holmes Beach is a charming beach side 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 emerald green water of the Gulf of Mexico are just outside your door to lure you into pure relaxation. It doesn't get much better than this! Each unit is fully equipped to make your stay at Al.......read more

1 Bedroom(s)
1 Bath(s) - Sleeps 4 Condo Rentals

Vacation Home

Vacation Rentals - Holmes Beach House

Holmes Beach Family Home w/Private Pool & 3 Decks!

Explore Florida’s beautiful Anna Maria Island from ‘Salty Dogs Beach House,’ a 3-bedroom, 2.5-bathroom, single family Holmes Beach vacation rental house. With accommodations for 6, a gourmet kitchen, private backyard oasis and 2 decks overlooking the pool, this single unit property provides the perfect East Coast escape. Walk no more than a block or 2 to discover a plethora of shops and restaurants, along with white-sand beaches and the mar.......read more

3 Bedroom(s)
3 Bath(s) - Sleeps 6 House Rentals

Vacation Home

Citrus Cottage 113.77th - Holmes Beach Cottage

Ground Floor home for 5, short walk to beach and private heated pool! Lovely open living area

Welcome to Citrus Cottage located steps from the Gulf beaches of Anna Maria Island. Citrus Cottage is a ground level half duplex with 2 bedrooms, 2 baths and its own private patio surrounded by tropical landscaping where you can enjoy the heated pool and Weber grill. Enjoy a day at the beach with the provided beach wagon, chairs and umbrella located in the garage. Inside you will find the fully equipped kitchen with bar seating for 4 and a dining.......read more

2 Bedroom(s)
3 Bath(s) - Sleeps 5 Cottage Rentals

Vacation Home

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