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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.
STEPS TO THE BEACH WITH POOL! CAN BE RENTED AS A 4 BEDROOM!
HOLMES BEACH Villa
- 
4.4 Star Review
Quiet and quaint is this cute 2 Bedroom/1 Bath Duplex with a large shared HEATED POOL in a lush tropical landscaped setting. Centrally located in Holmes Beach and only 75 yards to one of the best beaches on the Gulf Coast! You will feel right at home with the comfortable and beachy furnishings and décor. The living room is combined with the dining .......read more
2 Bedroom(s)
Sleeps 6
Villa
Tranquil Anna Maria Island Resort, Unit 1... 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. 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
SeaStarVilla by Duncan Real Estate
Holmes Beach Private vacation home
- 5.0 Star Review
Welcome to Sea Star Villa! This well constructed 3-bedroom, 3-bathroom Island home is ready to host up to six guests comfortably! Larger families will enjoy the open floor plan, providing plenty of room to spread out and enjoy comfortable Island style furnishings and entertainment features. Pretty quilts are just the beginning when it comes to the .......read more
3 Bedroom(s)
Sleeps 6
Private vacation home
Direct Beachfront Cottage On Gulf Of Mexico
Holmes Beach Private vacation home
- 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
Gulf Beach Directly in Front w/ Heated Pool FREE WiFi & Trolley Great Sunsets!
Holmes Beach Condo
- 4.9 Star Review
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 white sand that have made the Gulf Coas.......read more
3 Bedroom(s)
Sleeps 6
Condo
Breezy house with great location near beach, shopping & dining
Holmes Beach Private vacation home
- 3.0 Star Review
Guava Getaway
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'
Have the Holmes Beach vacation you deserve with this welcoming house on Anna Maria Island, featuring plenty of perks to help you unwind and a fantastic location near the beach, shops,.......read more
2 Bedroom(s)
Sleeps 6
Private vacation home
Fully Renovated Private Pool Home West of Gulf Dr - Anna Maria Island
Holmes Beach Private vacation home
- 4.8 Star Review
Spend your Anna Maria Island vacation in five star luxury when you visit “Aquarius”. This fully renovated Holmes Beach vacation rental offers both a stylish and relaxing destination for up to eight guests.
If you experience wanderlust “Aquarius” is truly the place for you with a fabulous location, gorgeous floor plan, beautiful aesthetic, g.......read more
4 Bedroom(s)
Sleeps 8
Private vacation home
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
Island Paradise #4 - Beach Front Condo with Stunning Views!
Holmes Beach Condo
- 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
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
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
Gorgeous condo one block from Manatee Beach
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)
Sleeps 4
Condo
Pool home with WATERSLIDE! Close to beach! Perfect for family vacation
Holmes Beach Private vacation home
- 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
Enjoy Sunsets at Fully Equipped 2BR/2BA Duplex 2 shorts blocks by the Beach
Holmes Beach Private vacation home
- 5.0 Star Review
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)
Sleeps 4
Private vacation home
Northern end of Holmes Beach, private pool and more!
Holmes Beach Private vacation home
- 4.6 Star Review
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)
3 Bedroom(s)
Sleeps 6
Private vacation home
Perfect view of Beach from deck, no need to rent car, Walk to all , free WIFI
Holmes Beach Private vacation home
- 4.7 Star Review
Steps to the Gulf of Mexico, with water views from the balcony.
family vacation, near shops, restaurants, banks, trolly, beach with life
Guards. Front decks views of the gulf of Mexico and back decks over
walking distance to super markets and tons of restaurants and bars. 3 bedrooms, king, queen and 2 twin beds. Master bedroom has a.......read more
3 Bedroom(s)
Sleeps 6
Private vacation home
Gulf Sands 103, 2B/2B Beachfront condo on Anna Maria Island!
Holmes Beach Condo
- 4.9 Star Review
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)
Sleeps 4
Condo
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
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
Pelican Paradise by Beach Boutique Rentals
Holmes Beach Condo
- 5.0 Star Review
Welcome to Pelican Paradise! This 2 bedroom condo is close to the beach and in the heart of it all.
*Features include*
* 2 full bedrooms and 2 bathrooms
* Fully equipped kitchen
* Screened in balcony with room to dine
* Easy Walk to the Anna Maria Island Shops
* Washer and dryer in unit
* Plenty of room to sleep 6.......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
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
Newly Remodeled Duplex with Saltwater Pool and Hot Tub
Holmes Beach Private vacation home
- 4.8 Star Review
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)
Sleeps 6
Private vacation home
Beautiful home, 5 Houses from the Beach, Pool, Hot Tub, Ping Pong.
Holmes Beach Private vacation home
- 5.0 Star Review
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)
Sleeps 8
Private vacation home
Hello Sunshine - One Bedroom Apartment, Sleeps 4
Holmes Beach Apartment
Hello, Sunshine! If you are ready for a great relaxing stay on beautiful Anna Maria Island, then this unit is for you! You will love this gorgeous one-bedroom / one-bath ground-floor unit with direct access to the beautiful Anna Maria Island Beaches. This condo makes it easy to enjoy leisurely strolls on the sugar sand shores of Holmes Beach, as He.......read more
Studio
Sleeps 4
Apartment
Minutes to the Beach, Heated Pool, Lush Tropical Setting on AMI
Holmes Beach Private vacation home
- 4.3 Star Review
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)
Sleeps 6
Private vacation home
Coccoloba by Duncan Real Estate
Holmes Beach Private vacation home
- 5.0 Star Review
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)
Sleeps 6
Private vacation home
New Beach Villa With private Beach and heated Pool.Gulf front at is's best
Holmes Beach Private vacation home
- 5.0 Star Review
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 bedroom and a bed in the media room sleep 10 compfortably, 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-.......read more
4 Bedroom(s)
Sleeps 8
Private vacation home
Paradise Palms: 4 BR, 2 BA House in Holmes Beach, Sleeps 6
Holmes Beach Private vacation home
- 4.3 Star Review
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)
Sleeps 6
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
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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