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.

Direct Beachfront Cottage On Gulf Of Mexico

Holmes Beach Private vacation home - 4.94118 4.9 Star Review

This two story gulf front private home has 3 bedroom/2 baths with fun Carribean decor. This ground level home allows you to walk right out into the sand. There is a screened patio for dining and enjoying the sunsets. Or relax on the outside patio with another dining table and outdoor seating, or go up on the upstairs deck for a great view. Nothing.......read more

3 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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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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Castnetter Beach Resort 6

Holmes Beach Private vacation home - 4.5 4.5 Star Review

Our Holmes Beach property is located at Gulf Drive & 41st Street. Conveniently located at the (7) Acre Lifeguard protected Manatee Public Beach. Enjoy the views of the Gulf at the Beach Cafe, a great spot for pancake breakfast, lunch and live entertainment as well as a playground for the kids. Steps away you\'ll find the West Coast Surf Shop st.......read more

2 Bedroom(s)
Sleeps 6
Private vacation home

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Cozy Cabana East - Gorgeously Renovated w/Heated Pool, Beach Gear, Walk to Beach!

Holmes Beach Private vacation home - 5.0 5.0 Star Review

Welcome to Cozy Cabana East!
On Anna Maria Island (Holmes Beach, Florida)

Renovated Pristine Home w/ Private Pool in Holmes Beach, 6-8 min walk to beach

HIGHLIGHTS:
- Kitchen, Dining, Living w/ Queen Sleeper Sofa & TV
- 1 King Bedroom, En-Suite Full Bathroom
- 1 King Bedroom, En-Suite Full -Bathroom

Kitchen:
Stov.......read more

2 Bedroom(s)
Sleeps 6
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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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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Luxury Beach House, 1 block from beach!

Holmes Beach Private vacation home - 5.0 5.0 Star Review

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)
Sleeps 5
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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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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Anna Maria Island on the Beach - 100 Steps to the water- seen in Southern Living

Holmes Beach Apartment - 4.91176 4.9 Star Review

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

Studio
Sleeps 4
Apartment

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Tranquil Anna Maria Island Resort, Unit 1... Only 4 units, all amenities!

Holmes Beach Apartment - 5.0 5.0 Star Review

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. Just newly renovated, all units are ground floor & this little resort has lots of Old Florida charm, with the original 1962 terrazzo floors and cathedral ceilings. Apartment #1 (Serenity) is one bedroo.......read more

Studio
Sleeps 4
Apartment

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Vacay game strong with this home - One block off the beach, WATERSLIDE and pool!

Holmes Beach Private vacation home - 4.4878 4.5 Star Review

Come visit Pineapple Paradise!
This exceptional coastal cottage is only steps to the beach! The home was professionally decorated and boasts hardwood floors, custom cabinetry, quartz countertops, and spacious bedrooms with adjoining ensuite bathrooms. The kitchen is fully equipped to host the perfect family get together. Enjoy total privacy in.......read more

4 Bedroom(s)
Sleeps 14
Private vacation home

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Gulf Winds B - a completely remodeled cozy cottage - pet friendly

Holmes Beach Private vacation home - 5.0 5.0 Star Review

The cozy front porch of Gulf Winds B invites you to have your morning coffee or your evening cocktail and in the back yard you will enjoy your dinner and the gas grill. A huge table umbrella provides you with shade if needed. The two bedroom two bath unit is located on a very quiet street. The master bedroom has a king size bed and the guest bedroo.......read more

2 Bedroom(s)
Sleeps 4
Private vacation home

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Special rate promotion!!! Newly renovated Water front/pool home sleeps 8!!!!

Holmes Beach Private vacation home

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)
Sleeps 10
Private vacation home

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Luxury Beach House, 1 Block from beach!

Holmes Beach Private vacation home - 4.90476 4.9 Star Review

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 Dolphin Apartment is one of two apartments in.......read more

2 Bedroom(s)
Sleeps 5
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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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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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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Cozy Condo less than 3 min walk to White Sandy Beaches

Holmes Beach Private vacation home - 3.5 3.5 Star Review

Welcome to Island Retreat where you can enjoy the tranquility of listening to waves, watching dolphins, coastal birds and sunsets you\'ll remember for the rest of your life. This beautifully remodeled 1 bedroom 1 bathroom condo has everything you will need to make everlasting memories of adventure and fun. Not to mention it is within walking distan.......read more

Studio
Sleeps 4
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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Anthony Beach Cottages - Island Retreat Heated pool home w/ 4 bedrooms 3 baths

Holmes Beach Private vacation home - 3.5 3.5 Star Review

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)
Sleeps 8
Private vacation home

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

Holmes Beach Private vacation home - 4.92105 4.9 Star Review

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)
Sleeps 6
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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Sun and Surf - Two Bedroom Apartment, Sleeps 4

Holmes Beach Apartment

*VRC17-000028 - CITY OF HOLMES BEACH VACATION RENTAL ORDINANCE REQUIRES 7-NIGHT MINIMUM STAYS. THIS PROPERTY REQUIRES A SATURDAY-TO-SATURDAY ARRIVAL/DEPARTURE* Need a getaway? We have the perfect spot for you. Welcome to "Sun & Surf", a direct gulf front condo on beautiful Anna Maria Island. This 2-bedroom, 2-bathroom condo offers all the charm an.......read more

2 Bedroom(s)
Sleeps 4
Apartment

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Private heated salt pool at OHasis Getaway II and only 210 steps from the Beach!

Holmes Beach Villa - 4.98333 5.0 Star Review

OHasis Getaway II’s outside is a lush, tropical oasis with two unique outdoor living spaces. When you walk into our Beach Bungalow your eyes are drawn to the cathedral ceilings along with the open living space! When you catch your breath, you will then see the beautiful, wide-open kitchen with a new round table and four chairs. Next, you walk to th.......read more

2 Bedroom(s)
Sleeps 6
Villa

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Beach House Ultimate pool Family Vacation Home.

Holmes Beach Private vacation home - 4.78862 4.8 Star Review

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)
Sleeps 6
Private vacation home

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Island Paradise #4 - Beach Front Condo with Stunning Views!

Holmes Beach Condo - 4.0 4.0 Star Review

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

Island Living at its best! The best view on Anna Maria Island. This condo has Panoramic Direct views of the beautiful blue waters of the Gulf of Mexico and the white sand beaches. And don\'t .......read more

2 Bedroom(s)
Sleeps 4
Condo

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

Holmes Beach Condo - 4.6 4.6 Star Review

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
• Great central loca.......read more

3 Bedroom(s)
Sleeps 6
Condo

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

Holmes Beach Private vacation home - 4.77778 4.8 Star Review

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)
Sleeps 8
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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