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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.
Valhalla Upstairs
3BR 2BA With Fireplace/Close to Restaurants, Beach Views with Large Covered Deck
The Valhalla upstairs unit, located at 3216 Gulf Drive in Holmes is a wonderful three bedroom, two bath Gulf front duplex on a secluded beach. While the Valhalla is tucked away in a quiet area, it is within walking distance to shopping and restaurant ....
3 Bedroom(s)
2 Bath(s) Resort Hotel
Holmes Beach, FL
Alamanda Villas
Wonderful Island Getaway w/ Balcony just moments away of White Sandy Beach
Alamanda Villas, located at 102 39th Street in Holmes Beach is a charming beachside 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 emera ....
1 Bedroom(s)
1 Bath(s) Condo
Holmes Beach, FL
Vacation Home
Stunning views from this 2BD/2BA condo in Westbay Point and Moorings.
Watch the dolphins from your couch in this beautiful 2BD/2BA condo in Westbay Point and Moorings condo association. Kayak from the launching area right in front of the condo into Bimini Bay or search for shells at low tide in Tampa Bay. Walking or bi ....
2 Bedroom(s)
2 Bath(s) Condo - Sleeps 4
Holmes Beach, FL
Castnetter Beach Resort 5
(2) Bedroom (2) Bath with Private 10' x 30' Sun Deck
Anna Maria Island's "Castnetter 5" is a delightful Island local located directly across the street from the seven acre "Manatee Public Beach" and the Gulf of Mexico. This beautiful and totally renovated two bedroom unit with (2) Full Baths, sleeps si ....
3 Bedroom(s)
2 Bath(s) Condo - Sleeps 6
Holmes Beach, FL
Beach Front 3 Bedroom
Mainsail Beach Inn 3 Bedroom Beach Front 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 Gu ....
3 Bedroom(s)
2 Bath(s) Vacation Rental
Holmes Beach, FL
Island Dream
Island Dream: Gorgeous private pool home, just a short walk away from the postcard perfect beaches Anna Maria Island is famous for!
ISLAND DREAM Welcome to Island Dream! Just a short walk from the dreamy sugar sand beaches that Anna Maria Island is famous for, you’ll find Island Dream. This beautiful 3 bedroom/ 2 Bath private home features a tropical backyard oasis, with a s ....
3 Bedroom(s)
2 Bath(s) Vacation Rental
Holmes Beach, FL
Sunset Inn B Holmes Beach
Sunset Inn B Holmes Beach
The Sunset Inn in Holmes Beach is conveniently located on Gulf Drive. Close to shopping, dining, private and public beaches. Relax by the pool or take a short walk to the clear waters and white sandy beaches of Holmes Beach. All the conveniences of h ....
2 Bedroom(s)
1 Bath(s) Condo
Holmes Beach, FL
Terrace Condo 2
2BR 2BA With Pool, Garage, Close to Beach and Shopping, WIFI and More
The Terrace Condominium #2, located at 3100 Gulf Drive in Holmes Beach is a beautifully and comfortably furnished, two bedroom, two bath town home condo with heated pool, private garage and three separate lanais. The pool area is beautifully landscap ....
2 Bedroom(s)
2 Bath(s) Condo
Holmes Beach, FL
Vacation Home
Gulf Sands 201: 2 BR / 2 BA condo 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 par ....
2 Bedroom(s)
2 Bath(s) Condo
Holmes Beach, FL
Coral Cabana
50 feet from Gulf Coast Beach! Heated Pool, Beach Views
Welcome to Coral Cabana located just steps away from the Gulf beaches of Anna Maria Island. Coral Cabana is a 3 bedroom half duplex with a private patio surrounded by tropical landscaping where you can enjoy the heated pool, outdoor shower, Weber gr ....
3 Bedroom(s)
5 Bath(s) Cottage - Sleeps 6
Holmes Beach, FL
Unit 1 - First Floor Beach Front 3 Bedroom
Mainsail Beach Inn 3 bedroom beach front 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 Gu ....
3 Bedroom(s)
3 Bath(s) Condo
Holmes Beach, FL
Anna Cabana Bungalow #1
Charming 1BR1BA with NEW Pool, Gulf View, Patio, Private OUTDOOR Shower and WIFI
Anna Cabana Bungalow #1 located at 3711 4th Avenue in Holmes Beach is in a ground level five unit complex thatâ??s fun and affordable. It adjoins three other of the Cabana Bungalow units and is next door to the Cabana Beach House. With the numerous r ....
1 Bedroom(s)
1 Bath(s) Resort Hotel
Holmes Beach, FL
SEA SPRAY PRIVATE BEACH COTTAGE
Private 2 bedroom, 2 bath ground level cottage west of Gulf Drive!
Welcome to Sea Spray, also known as Brady’s Beach House, a colorful, airy, updated island cottage! This single-family home is situated on a large grassy lot, conveniently located west of Gulf Drive only 1.5 blocks from the fine white sand beach of ....
2 Bedroom(s)
2 Bath(s) Vacation Rental
Holmes Beach, FL
Sand Dollar
4BR and 3.5BA with Den, Pool and Jacuzzi, 2 Min Walk to Beach and More
The Sand Dollar, located at 143 50th Street in Holmes Beach is a beautiful, newly constructed four bedrooms, three and one half bath home with a large heated pool surrounded by native landscaping. Itâ??s located on a quiet residential street west of ....
4 Bedroom(s)
3 Bath(s) Vacation Rental
Holmes Beach, FL
AM Beach Place
Pleasant 1BR/1BA, Minutes from the Beach, and Newly Renovated Kitchen/Bathroom
Anna Maria Beach Place #1, located at 201 35th Street in Holmes Beach is a charming beachside complex featuring six units surrounding a heated pool and tropical gardens. Immediately across a rarely traveled, dead end road are the white sandy beaches ....
1 Bedroom(s)
1 Bath(s) Condo
Holmes Beach, FL
Island House - Longboard
Beach Cottage Vacation Rental on Anna Maria Island walking distance to beach
Come and enjoy the beach life at this three bedroom beach cottage just 150 meters from the sandy shores of Holmes Beach. As you step through the front door you are greeted by the large open living area furnished with plenty of lounge seating and a 55 ....
4 Bedroom(s)
1 Bath(s) Condo
Holmes Beach, FL
BEACHY TOWNHOUSE 102
*** JUST REDUCED *** BEACH TOWNHOUSE 102 2 BEDROOM 2.5 BATH - SPLIT LEVEL "GREAT BEACH LOCATION "
BEACHY 102- Plenty of room for the whole family , a Spacious 2 bedroom 2.5 Bath Townhouse (1 queen in Master and 2 Twins in guest bedroom), full kitchen and en-suite laundry with TVs in the living and master bedroom. Great location just across from t ....
2 Bedroom(s)
3 Bath(s) Townhome
Holmes Beach, FL
Alamanda Villas 4
Alamanda Villas 4 - Near Manatee Public Beach
Property Location When you stay at this condo in Holmes Beach, you'll be next to a golf course, just steps from Tampa Bay and Manatee Public Beach. This golf condo is 10.8 mi (17.4 km) from IMG Academy and 3 mi (4.9 km) from Coquina Beach. Rooms ....
2 Bedroom(s)
0 Bath(s) Condo
Holmes Beach, FL
Cove at Sandy Pointe
Beautiful 2BR/2BA Near the Beach w/ Large Heated Pool and Screened Lanai
The Cove at Sandy Pointe 111, located at 3601 East Bay Drive in Holmes Beach is a three bedroom, three bath bay front townhouse style unit. Located directly on the bay in a quiet location, this unit overlooks a natural mangrove preserve. The complex ....
2 Bedroom(s)
2 Bath(s) Condo
Holmes Beach, FL
Lakeside Beach House
3BR 2BA with PRIVATE Pool, Large Open Deck, Close to Library and Restaurants
The Lakeside Beach House is a wonderful newly renovated three bedroom, two bath home with a private and brand new heated pool. Located at 6935 Holmes Blvd. in Holmes Beach, this lovely property is convenient to the beach and in a very quiet, Holmes B ....
3 Bedroom(s)
2 Bath(s) Vacation Rental
Holmes Beach, FL
The Anna Maria Island Beach Castaway 1
1BR 1BA Across Beach, FREE Breakfast, Beach Chairs and Umbrella, Walk to Eats
Located 20 Feet From The Beach Gulf Views Heated Pool One Free Breakfast Located Within A One Minute Walk Of Skinny's Where You Will Find The Islands Coldest Beer And Best Burgers FAMILY/CHILD FRIEDLY CONDOMINIUM. The Anna Maria Island Beach Castaw ....
2 Bedroom(s)
1 Bath(s) Condo
Holmes Beach, FL
SHADY PINES
GULF FRONT HOUSE with Tiki HUT... Out the back door and you are on the beach.
THE BEST OF BOTH WORLDS ...SUN AND SHADE. BEST LOT ON THE ISLAND ACCORDING TO OUR GUESTS. SHADY PINES is a very comfortable tastefully decorated 2BR, 1.5 bath beach house right on the beautiful Gulf of Mexico. Our guests tell us it feels like ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Holmes Beach, FL
Cabana - 104 29th St Unit 2
LOCATION .... LOCATION!!! I may be biased, but ... pretty much perfect!!
"Cabana" is located just one property from the beach and has direct beach access down a tropical sandy path just a few steps away from your front door. This location is not only convenient to the beach but also to the grocery store and many shops, ....
1 Bedroom(s)
1 Bath(s) Villa - Sleeps 2
Holmes Beach, FL
Vacation Home
Anna Maria Island Beachfront Condo w/ Ocean Views
Your ultimate Florida getaway starts right here at this ideally located 2-bedroom, 2-bathroom vacation rental condo situated right on the beach. Boasting 1,500 square feet and accommodations for up to 6, this open concept condo offers direct access t ....
2 Bedroom(s)
2 Bath(s) Condo
Holmes Beach, FL
The Sea Hag
The Sea Hag, short walk to the beach, newly updated cozy escape! WIFI , shuffleboard, boat ramp !
Welcome to The Sea Hag! Beachy , colorful sun worn on the outside... cozy, serene, cool and airy on the inside! This newly renovated condo , is situated 5 minutes from the beach on a protected park providing privacy for your outdoor patio. Fr ....
2 Bedroom(s)
1 Bath(s) Condo
Holmes Beach, FL
Seacrest II Condos 2
Seacrest Condo 2 2/2 Pool Condo Near Sugar Sand Beach
Seacrest II Condo, Unit #2 at 3703 5th Avenue in Holmes Beach, is a very comfortably furnished and recently updated unit in a smaller complex, just a few short steps to the beach and located out of the way on a dead end street. Seacrest offers a heat ....
2 Bedroom(s)
2 Bath(s) Condo
Holmes Beach, FL
Valhalla Downstairs
2BR 1BA Downstairs Unit, Gulf Front, Close to Restaurants/Shopping, WIFI and Mor
The Valhalla downstairs unit, located at 3216 Gulf Drive in Holmes is a wonderful two bedroom, one bath Gulf front duplex on a secluded beach. While the Valhalla is tucked away in a quiet area, it is within walking distance to shopping and restaurant ....
2 Bedroom(s)
1 Bath(s) Resort Hotel
Holmes Beach, FL
Casa Playa Combo
Casa Playa Combo: 8 BR/ 6 BA + 2 Half BA House on Holmes Beach by RVA, Sleeps 20
This Bradenton Beach vacation home is actually two rentals in one, in the middle of all the fun and beaches that Bradenton Beach can offer. The rental package sleeps up to 20, and everyone can enjoy the private swimming pool. This is a fully equippe ....
8 Bedroom(s)
8 Bath(s) Vacation Rental - Sleeps 20
Holmes Beach, FL
Alamanda Villas
Wonderful Island Getaway w/ Private Patio just moments away of White Sandy Beach
Alamanda Villas, located at 102 39th Street in Holmes Beach is a charming beachside 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 emera ....
1 Bedroom(s)
1 Bath(s) Condo
Holmes Beach, FL
Beach Cottage
Coastal Cottage On Holmes Beach With Private Heated Pool!
Coastal cottage located 1 block from fabulous white sands of holmes beach. Stay in comfort in our spacious 3 bedroom 2 bath beach house with heated pool. Inside find all the comforts of home including flat screen tv's in all rooms. Totally remodeled ....
3 Bedroom(s)
2 Bath(s) Cottage - Sleeps 6
Holmes Beach, FL
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.