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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.
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
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
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
Vacation Home
Holmes Beach Family Home w/Private Pool & 3 Decks!
Explore Florida’s beautiful Anna Maria Island from ‘Salty Dogs Beach House,’ a 3-bedroom, 2.5-bathroom, single family Holmes Beach vacation rental house. With accommodations for 6, a gourmet kitchen, private backyard oasis and 2 decks overlooki ....
3 Bedroom(s)
3 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
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
Sunset Beach 102
Sunset Beach: Beautifully Furnished Condo With Gorgeous Views Of the Gulf Of Mexico!
SUNSET BEACH 102 Kick off your shoes, sit back, relax, and enjoy a view of the sparkling waters of the Gulf of Mexico and the white sand beaches of Anna Maria Island from the balcony of this two-bedroom, two-bath condo. This lovely, beachfront cond ....
2 Bedroom(s)
2 Bath(s) Condo
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
Isle Haven A
Isle Haven A - steps to the beach and many other conveniences - pet friendly!
Isle Haven A is the perfect home for you to make memories that will last a life time! It is the perfect beach getaway to relax and enjoy the classic Florida charm of Anna Maria Island. No street crossing to get to the beach!! This newly renovated 3 b ....
3 Bedroom(s)
3 Bath(s) Vacation Rental
Holmes Beach, FL
Castnetter Beach Resort 10
Studio with Pool View
Anna Maria Island's "Castnetter 10" is a delightful Island local located directly across the street form the seven acre "Manatee Public Beach" on the Gulf of Mexico. This beautiful studio with one Full Bath sleeps four with a Queen Size bed and a Que ....
1 Bedroom(s)
1 Bath(s) Studio - Sleeps 4
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
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
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
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
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
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
Coral Breeze (A)
Coral Breeze (A) Perfect 2 bedroom/2 bathroom with private pool! Pet friendly
Coral Breeze (Units A and B) is your brand new paradise. Each 2 bedroom 2 bath side of this adorable duplex features everything you need for your island vacation. The master bedroom features a king sized bed with an en-suite bathroom with walk out ac ....
2 Bedroom(s)
2 Bath(s) Vacation Rental
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
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
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
Sweet Home Anna Maria
5 minute walk to the beach/great location/heated pool/free WiFi/elevator/parking
This 4 bedroom 4 full bath home has everything you need for an amazing family vacation! There is an elevator on the main level so anyone that doesn't like stairs can still move through the entire home with ease. Your own private heated pool will al ....
4 Bedroom(s)
4 Bath(s) Vacation Rental - Sleeps 8
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
Sirena Del Mar
Sirena Del Mar - In Holmes Beach (Ilexhurst)
Property Location With a stay at this vacation home in Holmes Beach (Ilexhurst), you'll be a 1-minute drive from Manatee Public Beach and 5 minutes from Coquina Beach. This golf vacation home is 9.3 mi (15 km) from IMG Academy and 9.8 mi (15.7 km) ....
4 Bedroom(s)
0 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
Sunset Inn Holmes Beach Unit 2
Sunset Inn Holmes Beach Unit 2
The Sunset Inn is conveniently located on Gulf Drive only a block and a half from the white sands of Holmes Beach. Short walk to shopping and restaurants. Free trolley stop across the street will take you anywhere on the island. Relax by the pool ....
1 Bedroom(s)
1 Bath(s) Apartment
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
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
Palm Cay
Fun-Oriented 2BR/1BA w/ Heated Pool, Easy Beach Access, and Free Wifi!
Palm Cay Condominium #1 is located at 3000 Gulf Drive in Holmes Beach, on the west side of the street for easy beach access. The complex offers a heated pool and an on site coin operated laundry room for your convenience. Itâ??s a short stroll to sho ....
2 Bedroom(s)
1 Bath(s) Condo
Holmes Beach, FL
Pool Party South Side
Pool Party South Side
Property Location With a stay at this vacation home 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 vacation home is 11.9 mi (19.2 km) from IMG Academy and 4.2 mi (6.8 ....
3 Bedroom(s)
0 Bath(s) Vacation Rental
Holmes Beach, FL
Seacrest II Condos 3
Seacrest Condo 3 2/2 Pool Condo Near Sugar Sand Beach
Seacrest II Condo, Unit #3 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
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.