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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.
Luxury Villa at Islands West Resort! Stunning & close to beach!
Holmes Beach Apartment
- 
4.5 Star Review
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
• Brand-new.......read more
Studio
Sleeps 4
Apartment
*GULFPATH* Cozy Chic Condo - Steps from the Beach WITH OCEAN VIEW!!!
Holmes Beach Private vacation home
- 5.0 Star Review
Fully renovated interior with all new appliances, paint and furnishings. Fully outfitted kitchen with plenty of natural light that fills each room. You will be hard pressed to find a more sophisticated and chic beach space with the perfect designers touch.
2 bedrooms with King beds and 3rd bedroom makes for the perfect kids room with twin bu.......read more
3 Bedroom(s)
Sleeps 7
Private vacation home
Luxurious 2nd house off the BEACH, ELEVATOR ,PRIVATE HEATED POOL , BEST LOCATION
Holmes Beach Private vacation home
- 4.3 Star Review
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)
Sleeps 10
Private vacation home
Cozy Condo less than 3 min walk to White Sandy Beaches
Holmes Beach Private vacation home
- 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
Beachfront Bungalow! Newly updated 1 bedroom!
Holmes Beach Condo
Welcome to Coconuts Beachside! This amazing condo is located within the iconic Coconuts Beach Resort located directly on beautiful Holmes Beach.
*Features include*
1 bedroom/1 bath bungalow2 queen-size bedsGorgeous gulf view right from your living roomPrivate screened lanai Indoor and outdoor dining for 4Heated, shared poolLinen serv.......read more
Studio
Sleeps 4
Condo
Sun Cottage
Holmes Beach Private vacation home
- 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
Stunning "Glorious Daze" 4 bed/4bath beach house on Holmes Beach! Golf cart!
Holmes Beach Private vacation home
- 5.0 Star Review
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)
Sleeps 8
Private vacation home
Spacious Condo on the Beach
Holmes Beach Condo
- 5.0 Star Review
Newly remodeled condo with a view of the gulf from your relaxing balcony. Large heated pool and hot tub amid lush landscaping, then walk through the gate straight out to the beach. Stylish, clean, and comfortable interior awaits you. New flooring, countertops, appliances, paint, decor, tvs, linens & dishes. Beach accessories are available; includin.......read more
2 Bedroom(s)
Sleeps 6
Condo
Elevated 3BR/3BA Home - Private Pool Home
Holmes Beach Private vacation home
“Forget Me Knot” is a gem among island homes. With its location in the heart of Holmes Beach this island oasis is one of the premiere places to stay during your tropical vacation. With a Mediterranean-style, fresh décor, and its placement off the beaten path makes it a secluded paradise.
During your stay at “Forget Me Knot” you’ll find your.......read more
3 Bedroom(s)
Sleeps 6
Private vacation home
GORGEOUS, REMODELED CANAL FRONT HOME.
HOLMES BEACH Private vacation home
- 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
Perfect location, just off the beach - Great Rooftop Deck for sunset views!
Holmes Beach Private vacation home
- 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
PETS STAY FREE, 1.5 Blocks from Beach, First Responders and Military Discount
Holmes Beach Private vacation home
- 4.7 Star Review
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)
Sleeps 6
Private vacation home
SHORT WALK TO BEACH. HEATED POOL. OVERLOOKS NATURE PRESERVE. BRILL LOCATION!
Holmes Beach Private vacation home
- 4.8 Star Review
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 .......read more
3 Bedroom(s)
Sleeps 6
Private vacation home
Salty Margarita: 1 House to Beach! Pool, Spa & Rooftop Deck by Anna Maria Life Vacation Rentals
Holmes Beach Private vacation home
- 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
New Retro Style Home with Large Pool Close to Downtown Holmes Beach and Walk to Beach!
Holmes Beach Cottage
- 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
Island Serenity: North Beach Village, Dog Friendly, Short Walk to Beach by Anna Maria Life
Holmes Beach Private vacation home
- 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
Gorgeous 4 bedroom Beach House with a private pool/spa! Bonus loft for kids!
Holmes Beach Private vacation home
- 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
Exquisite Beach-Bay Views Private Heated Pool Elevator Perfect location
Holmes Beach Private vacation home
- 5.0 Star Review
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)
Sleeps 10
Private vacation home
1 Block to Beach on Private Lake Heated Pool, SPA 6937 Holmes Blvd.
Holmes Beach Private vacation home
- 4.9 Star Review
WE ONLY RENT FROM SATURDAY TO SATURDAY WITH A 7 NIGHT MINIMUM!!
Kenneth Green, Mahanarental
6937 Holmes Blvd, Holmes Beach, FL 34217. Google us for maps for relative location to beach and Gulf.
We installed a new pool with a spa in 2016. This island home just one block from the beach offers a one of a kind setting which affordably gives.......read more
3 Bedroom(s)
Sleeps 6
Private vacation home
New, chic villa at Islands West Resort! Vacation in luxury!
Holmes Beach Apartment
- 4.7 Star Review
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
• Brand-new.......read more
Studio
Sleeps 4
Apartment
PETS STAY FREE, 1.5 Blocks from Beach, First Responder and Military Discount
Holmes Beach Private vacation home
- 4.6 Star Review
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)
Sleeps 6
Private vacation home
Tranquil Anna Maria Island Resort, Unit 3... Only 4 units, all amenities!
Holmes Beach Apartment
- 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. Look at our photos to see a site plan with all 4 units and their ID numbers and read their reviews also. Just newly renovated, all units are ground floor and this little resort has lots of Old Florid.......read more
Studio
Sleeps 4
Apartment
Beach Walk: North Beach Village, Pool, Quick Walk to Beach by Anna Maria Life Vacation Rentals
Holmes Beach Private vacation home
- 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
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
Beach View 8 in Holmes Beach
Holmes Beach Condo
- 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
Gulf Winds B - a completely remodeled cozy cottage - pet friendly
Holmes Beach Private vacation home
- 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
Anna Maria 2 Family Home w/ pool, beach/3 blocks.
Holmes Beach Private vacation home
- 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.
3 Bedroom(s)
Private vacation home
Beach House Ultimate pool Family Vacation Home.
Holmes Beach Private vacation home
- 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
Cozy Cabana West - Private Heated Pool - 4 Minute Walk to the Beach
Holmes Beach Villa
- 4.9 Star Review
Renovated in 2015, 2 bed 2 bath Villa perfect for families, couples or a small group of friends. The villa is located in a quiet neighborhood with an easy 4-minute walk via White Avenue to the gorgeous white sand beaches of the Gulf of Mexico. You are less than a mile from historic Pine Avenue shops and restaurants. Publix market, CVS and Walgree.......read more
2 Bedroom(s)
Sleeps 6
Villa
Beautiful Beachfront Bungalow - directly on the beach, private pool + spa!
Holmes Beach Private vacation home
- 4.7 Star Review
Welcome to Beachfront Bungalow! This 4 charming bedroom, 3.5 bathroom coastal cottage is located directly on Holmes Beach on Anna Maria Island. There are very few Anna Maria homes directly on the beach, and our discerning guests won\'t settle for simply being near the beach. The only thing standing between you and the white sands of the Gulf of .......read more
4 Bedroom(s)
Sleeps 8
Private vacation home
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.
Rentals in Holmes Beach, FL
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