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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.
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
Buena Vista/Schoene Aussicht
Our Waterfront Home Is All Ready Just For You!
This is the Florida view you have been dreaming of... Single family home situated at the end of a natural canal with a view over the water. Sit outside, fish off our dock, take out the kayaks, or just walk steps across the street to the beach! If yo ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 4
Holmes Beach, FL
Cast Away 1 And 2
Cast Away 1 And 2 - 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 3.1 mi (5 km) from Coquina Beach. Rooms ....
5 Bedroom(s)
0 Bath(s) Condo
Holmes Beach, FL
Tequila Sunrise
Tequila Sunrise - Near Manatee Public Beach
Property Location When you stay at this vacation home in Holmes Beach, you'll be next to a golf course, within a 10-minute walk of Manatee Public Beach and Island Gallery West. This 4-star vacation home is 11.9 mi (19.1 km) from IMG Academy and 10. ....
1 Bedroom(s)
1 Bath(s) Vacation Rental
Holmes Beach, FL
Gulf Place Unit 22
Gulf Beach Heated Pool FREE WiFi & Trolley Great Sunsets!
Enjoy a fabulous stay at the beach in this beautifully remodeled two bedroom, two bath unit at the ever-popular Gulf Place! Perfectly situated on the Gulf of Mexico in the center of Anna Maria Island, Gulf Place is a small, thoughtfully designed a ....
2 Bedroom(s)
2 Bath(s) Condo - Sleeps 6
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
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
The Anna Maria Island Beach Paradise 5
The Anna Maria Island Beach Paradise 5
Property Location When you stay at this condo in Holmes Beach, you'll be near the beach, a 3-minute drive from Manatee Public Beach and 10 minutes from Coquina Beach. This condo is 10.5 mi (16.9 km) from IMG Academy and 9.7 mi (15.6 km) from Riverw ....
3 Bedroom(s)
0 Bath(s) Condo
Holmes Beach, FL
SUMMERHOUSE A
NEW PROPERTY!! New beautiful property with heated pool, 100m to the beach!??????
This beautiful home has two separate units, A and B. The downstairs unit A has been completely remodeled and has two bedrooms and 1.5 bathrooms, new fully equipped kitchen and nice and light living room. In the living room there is a sleepers sofa, w ....
2 Bedroom(s)
2 Bath(s) Condo
Holmes Beach, FL
SANDY POINT COVE 204
Anna Maria Island Sandy Point Cove
Combine the serenity of nature and aqua-colored beach water with the convenience of local shopping and you'll be guaranteed an unforgettable vacation. You will be only 200 steps from the complimentary trolley stop that allows you to explore the seve ....
2 Bedroom(s)
2 Bath(s) Condo
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
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
Anna Cabana Beach House
Cozy 2BR/2BA w/ Marvelous Beachviews, Close to Shopping, Restaurants, and Beach
The Anna Cabana Beach House is an adorable two bedroom, two bath home located at 3709 Gulf Drive in Holmes Beach. This quaint home has a large open deck with a great view of the beach. Watch the sunsets or enjoy the tropical landscaping on the large ....
2 Bedroom(s)
2 Bath(s) Vacation Rental
Holmes Beach, FL
Key Royale 506
Our Little Secret - Canal Front Pool Home - Close to the Beaches
Location, Location (see map): There are seven miles of pristine, quartz sand beaches shimmering along our island and you’ll be sitting within walking distance. Nothing between you and the salty , azure waters but one sunscreen application and a pai ....
3 Bedroom(s)
3 Bath(s) Vacation Rental
Holmes Beach, FL
Beach House II 2nd level
Beautiful 2 bedroom 2nd level across the Beach
Updated 2 bedroom 2 bathroom , with new kitchen and all furniture. Perfect for 2 couples or a small family. Both couches open to a bed giving you extra sleeping area. TV in all rooms, towels, beach towels, linens, etc. Garage comes with a ping pong t ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 4
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
Ocean Devotion
SUNBOW BAY!!! New Property available for Season 2019
Conveniently located in Holmes Beach, this air-conditioned 2 bed/2 bath condo features a balcony, private parking on site, an elevator and is beautifully furnished with all the comforts of home. There is a seating area and a kitchen complete with an ....
2 Bedroom(s)
2 Bath(s) Condo - Sleeps 4
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
Beach House II
Perfect view of Beach from deck, no need to rent car, Walk to all , free WIFI
Steps to the BEACH family vacation, near shops, restaurants, banks, trolly, beach with life Guards. Front decks views of the gulf of Mexico and back decks over Looking picnic and bbq area. walking distance to super markets and tons of restaurants ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Holmes Beach, FL
Vacation Home
Anna Maria by the Bay
Beautifully furnished bayside condo with gorgeous relaxing view. End unit, many windows let the sights in from every angle! Sleeps six, king beds in both suites. TV’s in both bedrooms with cable and Roku. Fully equipped updated kitchen, bar and d ....
2 Bedroom(s)
2 Bath(s) Condo - Sleeps 4
Holmes Beach, FL
The Anna Maria Island Beach Castaway 1
The Anna Maria Island Beach Castaway 1 - Located 20 Feet From The Beach-Gulf Views
FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!! The Anna Maria Island Beach Castaway 1 is located directly in the middle of Anna Maria Island. A beautiful remodelled 2 bedroom, 1 washrrom condo conveniently across from t ....
2 Bedroom(s)
1 Bath(s) Condo
Holmes Beach, FL
Waters Edge 210 S
Waters Edge 210 S - Near Manatee Public Beach
Property Location With a stay at this condo in Holmes Beach, you'll be next to a golf course, steps from Tampa Bay and a 3-minute drive from Manatee Public Beach. This golf condo is 12 mi (19.4 km) from IMG Academy and 4.3 mi (7 km) from Coquina Be ....
3 Bedroom(s)
0 Bath(s) Condo
Holmes Beach, FL
Franks Beach House
Franks Beach House - Near Manatee Public Beach
Property Location When you stay at this vacation home in Holmes Beach, you'll be next to a golf course, within a 10-minute walk of Tampa Bay and Manatee Public Beach. This golf vacation home is 9.6 mi (15.4 km) from IMG Academy and 2.6 mi (4.1 km) ....
4 Bedroom(s)
0 Bath(s) Vacation Rental
Holmes Beach, FL
Vacation Home
Anna Maria Island Stunning Waterfront Home
606 Hampshire lane, Holmes Beach fl 34217... Exquisite home on a great extra wide canal across the street from the Key Royale golf club. Designer furnished with top of the line amenities. 3 king bedrooms with tvs in each, 2 bath and a bright sunroom ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Holmes Beach, FL
North Beach Village 50
North Beach Village - Spacious 3/2.5 town home with community heated pool
For your relaxing and family fun, Anna Maria Island vacation, check out this spacious beautiful 3 bedroom, 2.5 bath town home. Coastal furnished and surrounded by tropical landscape with 2 balconies and a community pool. Here you will make memories t ....
3 Bedroom(s)
3 Bath(s) Townhome
Holmes Beach, FL
Coconut Hideaway
Stunning Luxury Beach House, less then a block from beautiful Gulf Coast beaches!
Welcome to Coconut Hideaway located just one house 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, ....
4 Bedroom(s)
5 Bath(s) Vacation Rental - Sleeps 8
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
Island Serenity
Island Serenity- Beautiful dog friendly home just a short walk from legendary white sand beaches!
ISLAND SERENITY Relax in lush tropical island style in this Anna Maria Island condo! Island Serenity is beautifully decorated, and well equipped ffeaturing a shared pool, lush island views, and dog-friendly accommodations just a short walk from leg ....
3 Bedroom(s)
3 Bath(s) Townhome
Holmes Beach, FL
The Manatee
The Manatee In Seaside Gardens With Boat Ramp And Tennis Courts Close By.
The Manatee is located at 403 63rd St in Holmes Beach is a two-bedroom two-bathroom, ground level unit that sleeps 4. Located in the heart of Holmes Beach you have access to the beach within a few blocks. This location is convenient to tennis courts ....
2 Bedroom(s)
2 Bath(s) Vacation Rental
Holmes Beach, FL
Sunset Inn Holmes Beach House
Sunset Inn Holmes Beach House
Fabulous beach house a block and a half from the beach. No stairs with it's own washer and dryer make it a great get away for everyone in the family. Beach carts, chairs and umbrellas for guest use are provided. Relax by the shared pool, head to the ....
3 Bedroom(s)
2 Bath(s) Vacation Rental
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.