Holmes Beach Rentals
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Expedia
Newly updated 1 bd poolside condo - perfect for your winter getaway!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Kitchen and Dining area, Living Room, Lanai with direct shared pool access Highlights: -Completely updated with all new ...
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Expedia
Magnificent Resort Sixty-Six, 1 Bedroom Suite, Not Far From Your Luscious Grills & Bars
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigned ...
Click For PricingExpedia
- From $267 per night (USD)
VRBO
Steps to the Beach with Shared Heated Salt Pool and Private Backyard & Grill
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Palm Oasis Villa West is a 2 bedroom, 1 bath ground level condo that is walking distance to pristine Gulf beaches. This ...
From $267 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Cozy 'Day' Side Cottage with Heated Pool Pet Friendly No size restrictions
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC# 19-000218 Cozy 'Day' Side Cottage is located in Holmes Beach on Anna Maria Island. It offers 2 bedrooms and 1 1/2 ...
From $350 per night (USD)Expedia
- From $999 per night (USD)
VRBO
Slice of Paradise managed by Beach Retreats
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
Slice of Paradise VRC21-000047 216 68th St - Holmes Beach - FL - 34217 Book with confidence: Cancellations up to 30 day ...
From $999 per night (USD)VRBO
- From $407 per night (USD)
VRBO
Groovy Guava by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Groovy Guava! This 2 bed/2 bath villa features a private, heated pool less than 1 block from the powder white ...
From $407 per night (USD)VRBO
- From $440 per night (USD)
VRBO
Beach Daze by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Beach Daze! This 2 bed/2 bath villa features a private, heated pool less than 1 block from the powder white b ...
From $440 per night (USD)VRBO
- From $292 per night (USD)
VRBO
Chasing Waves managed by Beach Retreats FL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC21-000089 107 78th street Holmes Beach 34217 “You are vacationing in a residential area. Please be a good neighbor b ...
From $292 per night (USD)VRBO
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VRBO
Perfect Family Vacation Home with a private Pool! Close to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Time AMI by AMI Locals Home in Holmes Beach, FL Highlights: • Outdoor patio and pool area • Cable/WiFi • Beautif ...
Click For PricingVRBO
- From $1095 per night (USD)
Expedia
1 Block to the Beach - LARGE Private Pool - Newly Renovated 6 Bdrm Luxury House
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Holmes Beach House For Rent - Luxury Vacation Rental on Anna Maria Island, Florida *All New Flooring, New Bathrooms (3 ...
From $1095 per night (USD)Expedia
- From $417 per night (USD)
VRBO
Perfect Family Vacation home, private pool - so Close to BEACH!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Beach Time AMI by AMI Locals Home in Holmes Beach, Florida VRC19-000030 Welcome to Beach Time AMI! This five bedroom, ...
From $417 per night (USD)VRBO
- From $450 per night (USD)
Expedia
Southern Comfort 4\/3 with a heated pool and boat dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
VRC20-000246 Southern Comfort is located at 403 28th Street in Holmes Beach on a quiet dead end street. This beautiful ...
From $450 per night (USD)Expedia
- From $197 per night (USD)
VRBO
WBC 142 Pleasant 2\/2 Pool Tennis Condo Close To White Sand Beach Shopping
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
VRC20-000142 Westbay Cove 142 located at 600 Manatee Ave West in Holmes Beach is a picturesque and luxurious two bedroo ...
From $197 per night (USD)VRBO
- From $267 per night (USD)
Expedia
Palm Oasis East Villa, Shared Heated Salt Pool, Steps to the Beach, Ground Level
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Palm Oasis Villa East is a 2 bedroom, 1 bath ground level condo that is walking distance to pristine Gulf beaches. This ...
From $267 per night (USD)Expedia
- From $475 per night (USD)
VRBO
Gulf Place Condominium, Unit #13
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Book your next Anna Maria Island Vacation at this popular gulf front complex. This relaxing condominium unit consists of ...
From $475 per night (USD)VRBO
- From $273 per night (USD)
Expedia
WBC 131 Spacious Bay Front 2\/2 Pool Condo Close To Manatee Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC 20-000136 Westbay Cove 131 located at 600 Manatee Ave West in Holmes Beach is a picturesque and luxurious two bedro ...
From $273 per night (USD)Expedia
- From $244 per night (USD)
VRBO
WBC 236 Freshly remodeled, pristine 2\/2 condo.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC 20-000141 West Bay Cove 236 located at 600 Manatee Ave West in Holmes Beach is a picturesque and luxurious two bedr ...
From $244 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Wish Upon a Starfish by Beach Boutique Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
A Wish Upon a Starfish, where all your island dreams come true! This elevated Key West style 3 bedroom home is truly par ...
From $450 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Tranquil Anna Maria Island Resort, Unit 2... Only 4 units, all amenities!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Just 300 steps from the beach, Harbor Lane Court is a 4 unit resort, with 3 one bedroom, one bath apartments, and one tw ...
From $225 per night (USD)VRBO
- From $539 per night (USD)
VRBO
White Sands Beach House -Luxury home, heated pool! Year round Mosquito Mist!!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Redecorated in April 2017, this beachy, four-bedroom, three-bath vacation rental is located in the middle of Anna Maria ...
From $539 per night (USD)VRBO
- From $720 per night (USD)
VRBO
Blue Sky: Luxury 5 Bdrm\/4 bath with heated pool - 1 block to beach!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Relax in this comfy, coastal home just a block from the beautiful beaches of Anna Maria Island. The Blue Sky Beach Hous ...
From $720 per night (USD)VRBO
- From $302 per night (USD)
VRBO
Your Island Oasis in Paradise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Less than a block to white avenue beach nestled in a highly desirable neighborhood in Holmes beach, this wonderful 2 bed ...
From $302 per night (USD)VRBO
- From $280 per night (USD)
VRBO
Ocean Front ~ No Streets To Cross! Come And Enjoy A Memorable Beach Vacation!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This complex at 7100 Gulf Drive is well managed, impeccably maintained and has a reputation of being one of the island's ...
From $280 per night (USD)VRBO
- From $293 per night (USD)
VRBO
Happy, Beachy Holmes Beach Condo Tennis, Heated Pool, Elevator Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Just Bring You to this beautifully appointed bright beach condo - freshly painted Jan 2022 with brand new plank flooring ...
From $293 per night (USD)VRBO
- From $449 per night (USD)
VRBO
200' from Beach, Heated Pool and Spa, Upscale Furnishings, Elevator
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Fantastic Location. 200 feet to the beach - a short one minute stroll - Gulf Views. Three story spacious luxury home. ...
From $449 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Gorgeous Home Just Steps to Beach, Miles of White Sandy Beach ST lic DWE5105216
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
This gorgeous home is just steps to the beach, with other beautiful homes nearby. This beautiful home is one of two, wit ...
From $350 per night (USD)VRBO
- From $276 per night (USD)
VRBO
Quaint & Cozy Beachside Apartment - 75 Steps to Beach - Bamboo Apts. #A4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our five unit property was featured in the January/February 2020 issue of Southern Living, and we are honored and thrill ...
From $276 per night (USD)VRBO
- From $219 per night (USD)
VRBO
Tropical Paradise Cottage on the Beach VRC17-000167
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This quaint cottage is located "on the beach" - 3007 Avenue F Unit 3 at 30th Street on beautiful Holmes Beach. It is th ...
From $219 per night (USD)VRBO
- From $531 per night (USD)
VRBO
Anna Maria Rental Steps to Gulf Beach with Private Pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
2000 square foot home on beautiful Anna Maria Island Florida, with all the upgrades and amenities. Short two block walk ...
From $531 per night (USD)VRBO
- From $209 per night (USD)
Expedia
TWO BEDROOMPOOL CLOSE TO BEACH! GREAT LOCATION!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sale! 15% Discount for November & December dates. A new invoice will be sent showing the 15% Discount. Does not include ...
From $209 per night (USD)Expedia
- From $285 per night (USD)
VRBO
Spacious 3 bedroom town home on Anna Maria Island, community pool.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
For your relaxing and family fun, Anna Maria Island vacation, check out this spacious beautiful 3 bedroom, 2.5 bath town ...
From $285 per night (USD)VRBO
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Expedia
“Sea Haven AMI\" on Spring Lake, 3 min walk to the beach, Mid-Island location!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This property usually rents SATURDAY to SATURDAY*** Minimum 7 night rental. If you book for arrival on any other day, t ...
Click For PricingExpedia
- From $486 per night (USD)
VRBO
Direct Gulf Beach 3 Bed\/2Bath w\/ Heated Pool, FREE WiFi & Trolley, Great...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**ASK ABOUT LAST MINUTE DEALS! If you like to be close to everything AND have the beach right out your back ...
From $486 per night (USD)VRBO
- From $150 per night (USD)
VRBO
Sandy Point get away on AMI excellent location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Quiet location, removed from the street, turn down the drive & crossover wooden bridge and arrive at Sandy Pointe Condom ...
From $150 per night (USD)VRBO
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VRBO
Quiet Nights of Quiet Stars on Anna Maria Island
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Quiet nights of quiet stars, quiet walks by quiet sea, quiet thoughts on quiet street, oh how lovely. Maximum 3 adults ...
Click For PricingVRBO
- From $253 per night (USD)
Expedia
Beachwalker Cottage: Duplex within 100 steps to the sand.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Beachwalker Cottage located on sunny Anna Maria Island! This newly renovated, coastal cottage is sure to prov ...
From $253 per night (USD)Expedia
- From $211 per night (USD)
VRBO
Beachwalker Apartment: Duplex within 100 steps to the sand.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Beachwalker Apartment located on sunny Anna Maria Island! This newly renovated, coastal cottage is sure to pr ...
From $211 per night (USD)VRBO
- From $451 per night (USD)
VRBO
Blue Coconut Bungalow by Duncan Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Blue Coconut Bungalow! This beautiful, centrally located 3-bedroom, 2.5-bathroom house has 1,612 square feet ...
From $451 per night (USD)VRBO
- From $226 per night (USD)
VRBO
Beautiful 2 bedroom 2nd level across the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Steps to the Gulf of Mexico Updated 2 bedroom 2 bathroom , with new kitchen and all furniture. Perfect for 2 couples or ...
From $226 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Coastal Cottage On Holmes Beach With Private Heated Pool! 1 Block to beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coastal cottage located 1 block from fabulous white sands of holmes beach. Stay in comfort in our spacious 3 bedroom 2 b ...
From $350 per night (USD)VRBO
- From $427 per night (USD)
VRBO
AMI Dreaming: Gulf View Condo, Steps to the Beach, Resort Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
4200 Gulf Dr #105, Holmes Beach, FL 34217 What You'll Love About This Home: Location! Right next to Manatee Beach in H ...
From $427 per night (USD)VRBO
- From $754 per night (USD)
Expedia
Elegant Gulf Front Condo Overlooking Both Beach and Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
** Our Availability Calendar is always up to date ** Located on beautiful Anna Maria Island, La Plage 10 is one of onl ...
From $754 per night (USD)Expedia
- From $536 per night (USD)
VRBO
Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Address of Areca Cove: 206 N Harbor Drive, Holmes Beach, FL 34217 beautifulannamaria@yahoo.com ARECA COVE - A bright an ...
From $536 per night (USD)VRBO
- From $160 per night (USD)
VRBO
Beach Place... An island treasure. No CAR Needed.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
You can walk or bike to beach, restaurants, shopping and more. 2 blocks to beach. Perfect area. Need no CAR. Beautiful ...
From $160 per night (USD)VRBO
- From $1000 per night (USD)
VRBO
A FEW SUMMER WEEKS STILL OPEN! 6BR\/4.5BA. private pool. 2 blks to beach
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Sunset Landing is a newly built 6 bedroom, 4.5 bathroom vacation home sitting West of Gulf Dr. that sleeps 12 and is the ...
From $1000 per night (USD)VRBO
- From $289 per night (USD)
VRBO
Aqua Beach-Luxury Villa very close to Beach with Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This newly renovated , upscale villa, on a quiet island street, minutes from the beach, is on the east side of a raised ...
From $289 per night (USD)VRBO
- From $280 per night (USD)
VRBO
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our five unit property was featured in the January/February 2020 issue of Southern Living, and we are honored and thrill ...
From $280 per night (USD)VRBO
- From $620 per night (USD)
VRBO
TOES IN THE SAND! GULF FRONT HOME WITH HEATED POOL, GORGEOUS!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Waves Edge South is one of two very unique homes situated directly on the sugar white sands of Anna Maria Island. Welco ...
From $620 per night (USD)VRBO
- From $411 per night (USD)
VRBO
Family Friendly Anna Maria Island Vacation Home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
VRC19-000271-0* Calendar does NOT reflect availability- --contact me for minimum requirement. VRBO website does NOT det ...
From $411 per night (USD)VRBO
- From $289 per night (USD)
VRBO
Perfect place to relax and escape from it all!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Why stay in a condominium or hotel when you can have your own private beach house with heated pool and spa? This 2 bedro ...
From $289 per night (USD)VRBO
- From $428 per night (USD)
VRBO
Island Vibe 2: Close to Beach, Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Rent with attached duplex Island Vibe 3 (VRBO# 1307973) if you need 5 bedrooms! Welcome to Island Vibe 2, a renovated 3 ...
From $428 per night (USD)VRBO
- From $209 per night (USD)
Expedia
One bedroom 1 bath, pool, steps to Beach! Rent one unit or all three!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Rent one or all three units! THE Marlin is a triplex building. Unit 202 has one bedroom, one bath with a king bed and a ...
From $209 per night (USD)Expedia
- From $583 per night (USD)
VRBO
Coccoloba by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Coccoloba! This beautiful single-family home is located across from the sugar sand beaches in Holmes Beach. Y ...
From $583 per night (USD)VRBO
- From $450 per night (USD)
VRBO
AMI Tropical Oasis - A private house very close to the beach on a great street
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This completely custom remodeled island 3 bedroom 2 bath 2200 sq ft. pet friendly home with a fantastic back yard. It i ...
From $450 per night (USD)VRBO
- Click For Pricing
VRBO
Gulf Front one bedroom during the New Years holiday 12\/29 through 1\/3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Anna Maria Island's Homes Beach is like a peaceful desert island, but with every amenity. If you ling for civilization, ...
Click For PricingVRBO
- From $1375 per night (USD)
Expedia
Above it All: Rooftop Deck Gulf Views, Pool, 5 Homes to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
111 81st St, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 5 Houses to the Beach! West of Gulf Dr ...
From $1375 per night (USD)Expedia
- From $157 per night (USD)
VRBO
Cozy condo with Bay views - 1 block from Holmes Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Bay View by the Sea - a SkyRun Anna Maria Property Did you know that there was a study done and if water is visible f ...
From $157 per night (USD)VRBO
- From $515 per night (USD)
Expedia
Beautiful Elevated Home with new pool, just steps to beach access!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You, Me and the Sea AMI by Anna Maria Island Locals Home in Holmes Beach, FL Highlights • 1-minute walk from the beach ...
From $515 per night (USD)Expedia
- From $808 per night (USD)
VRBO
At Ease East & West: A tropical rental 1\/2 block from the beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Location, location, location! What more could you want from a beach house then a gorgeous pool and a half block stroll t ...
From $808 per night (USD)VRBO
- Click For Pricing
Expedia
Spacious coastal home with private pool and elevator
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Kai Blue by AMI Locals Home in Holmes Beach, FL Features: • Private heated pool • Elevator • Beach chairs, Beach Cart f ...
Click For PricingExpedia
- From $727 per night (USD)
VRBO
Coral Beach by Duncan Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Coral Beach! This beautiful 4-bedroom, 3-bathroom pool home comfortably accommodates eight guests. Fro ...
From $727 per night (USD)VRBO
- From $450 per night (USD)
Expedia
Sea Salt -Beautiful 3 bedroom with private pool & short walk to the beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sea Salt Sea Salt is a beauty! Nestled in the heart of Holmes Beach-just a short 5-minute walk to the world- ...
From $450 per night (USD)Expedia
- From $239 per night (USD)
VRBO
Villa-style condo with pool on the beach - Condo 1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Apartment 1 is located on the lower level, with a private patio in the back, and the ability to walk straight out to the ...
From $239 per night (USD)VRBO
- From $257 per night (USD)
VRBO
Villa-style condo with pool and beach access - Condo 8
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
If you are looking for a great place to stay in Anna Maria Island and want to be close to the beach you will love these ...
From $257 per night (USD)VRBO
- From $741 per night (USD)
VRBO
Coconut Cottage: Newly Renovated, Pool & Spa,1 Block to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
207 67th St., Holmes Beach, FL 34217 What You'll Love About This Home: Location! 1 Block to the Beach! 3 Bedrooms / 3 ...
From $741 per night (USD)VRBO
- From $399 per night (USD)
Expedia
Turtle Tyme 2: 1.5 blocks to beach! Private Pool, 3 Putting Greens by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
203 73rd St, Holmes Beach, FL 34217 What You'll Love About this Home: Location! 1 Block to the Beach! 2 Bedrooms / 2 Ba ...
From $399 per night (USD)Expedia
- From $177 per night (USD)
VRBO
West Bay Point & Moorings
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
West Bay Point Moorings 286 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath , maximum occupancy of 4 people. VRC#22-000239 ...
From $177 per night (USD)VRBO
- From $475 per night (USD)
VRBO
Island Vibe 4: Close to Beach, Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Island Vibe 4, a newly renovated ground-level, 3-bedroom, 3-bathroom single-family home with a private, heate ...
From $475 per night (USD)VRBO
- From $492 per night (USD)
VRBO
Remodeled 2024! Beach Front, Ocean Views, Heated Pool, Tennis and Beach Deck!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our vacation home “Almost Heaven”! We believe you will agree with our name once you visit this gem on Anna M ...
From $492 per night (USD)VRBO
- From $189 per night (USD)
Expedia
Coastal 2BDRM Townhouse 100 Steps to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Beach House 102! This sparkling clean and bright 2 bedroom condo is directly across the street from the beach ...
From $189 per night (USD)Expedia
- From $849 per night (USD)
VRBO
Full duplex steps from beach with 2 pools, separate living areas, AC & 2 W\/Ds
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Ariel's Island Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $849 per night (USD)VRBO
- From $194 per night (USD)
Expedia
Enjoy Sunsets at Fully Equipped 2BR at the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Beach House 104! Wake up in this bright townhome located right in the heart of Holmes Beach, just steps from ...
From $194 per night (USD)Expedia
- From $2120 per night (USD)
VRBO
Beachfront Beauty heated pool weekly only
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Experience a week stay of Beachfront Bliss in this North End Anna Maria Island Private Home. Step out your back door on ...
From $2120 per night (USD)VRBO
- From $710 per night (USD)
Expedia
La Plage #1: Gulf Views! Heated Pool & Spa! Elevator by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
6430 Gulf Dr, #1, Holmes Beach, FL 34217 What You'll Love About This Home: Location! La Plage Resort is Gulf Front! Ste ...
From $710 per night (USD)Expedia
- From $500 per night (USD)
VRBO
Breezes Beach House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
THREE MINUTE WALK TO THE BEACH!!!The whole group will be comfortable in this spacious and unique accommodation. Breezes ...
From $500 per night (USD)VRBO
- From $447 per night (USD)
Expedia
Beach Front Condo Sea View Play at Gulf Place
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A picture is worth a thousand words, and you'll have plenty of photo-ops from your spacious, screened-in, second story b ...
From $447 per night (USD)Expedia
- From $431 per night (USD)
VRBO
Newly remodeled home near the beach and restaurants!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Private Palms by AMI Accommodations Home in Holmes Beach, FL Highlights: • 3 minute stroll to the Gulf • 1 minute driv ...
From $431 per night (USD)VRBO
- From $556 per night (USD)
Expedia
Spacious coastal home with private pool and jetted spa!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Blue Coral Beach House by AMI Locals Home in Holmes Beach, FL 34217 VRC23-000024 Welcome to Blue Coral Beach House ...
From $556 per night (USD)Expedia
- From $587 per night (USD)
VRBO
3 min walk to the beach with large private pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Colorful and inviting with a vibrant tropical style, Carefree Cottage is a perfectly-named oasis in Holmes Beach where a ...
From $587 per night (USD)VRBO
- From $499 per night (USD)
Expedia
Starfish Cottage: 1 Block to the Beach! Heated Pool, 4 King Beds by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
202 64th St, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 1 Block to the Beach! 4 Bedrooms / 4 Ba ...
From $499 per night (USD)Expedia
- From $403 per night (USD)
VRBO
Beauty & The Beach: 1.5 Blocks to Beach! Pool & Spa by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
205 73rd St, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 1.5 Blocks to the Beach! 2 Bedrooms / ...
From $403 per night (USD)VRBO
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GREAT LOCATION! Peaceful & Tropical Condo Steps to Beautiful Holmes Beach, AMI!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Newly remodeled! 2 BR and 1.5 BA second-level condo just steps to the white sand and turquoise waters of Holmes Beach on ...
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The Haven - Family Complex with Pool - Anna Maria Island
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
A The Haven, a dog-friendly duplex, is a combination of 2 halves of 2 ground level units, providing a total of 3 bedroom ...
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Harrington Cottage - New 4BR Private Pool Home - Anna Maria Island - By Island R
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Lovely 4 bed, three bath Anna Maria Island beach cottage with private pool, close to the Gulf of Mexico, recently renova ...
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- From $755 per night (USD)
VRBO
Serenity Now - Newly Listed Holmes Beach Beauty. Heated Pool with Sun Shelf
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Serenity Now! On Anna Maria Island (Holmes Beach, FL) HIGHLIGHTS: - Open layout and spacious Kitchen, Dining ...
From $755 per night (USD)VRBO
- From $178 per night (USD)
Expedia
West Bay Point Moorings 42
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
West Bay Point Moorings 42 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath , maximum occupancy of 6 people. VRC#20-000124D ...
From $178 per night (USD)Expedia
- From $356 per night (USD)
VRBO
Hart of the Gulf: Dog Friendly, 2.5 Blocks to Beach, Pool & Spa by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
305 67th St, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 2.5 Blocks to the Beach! 3 Bedrooms / 2 ...
From $356 per night (USD)VRBO
- From $151 per night (USD)
Expedia
West Bay Point Moorings 155
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
West Bay Point Moorings 155 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath , maximum occupancy of 4 people. VRC#20-000123 ...
From $151 per night (USD)Expedia
- From $210 per night (USD)
VRBO
Delphina: 2 Bed 2 Bath Water Front Villa Anna Maria Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your classic beach town oasis! AMI is known for its old time feel and elegance. The villa is newly painted ...
From $210 per night (USD)VRBO
- From $420 per night (USD)
Expedia
Anna Maria Island Direct Beachfront Condo- Awesome View and Amazing Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
View dolphins, terns, gulls, sandpipers, and other shorebirds from your 22 foot wide screened lanai. Walk directly out ...
From $420 per night (USD)Expedia
- From $243 per night (USD)
VRBO
Terrace Condo 6 Pool Condo Relaxing Tropical Pool Deck Close To Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000268 Are you ready for a relaxing vacation in beautiful Holmes Beach? Look no further than this two-bedroom, tw ...
From $243 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Gulf-view condo on Gulf of Mexico-heated pool, tennis and beach access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You will feel like you have arrived at your own private island, a piece of paradise on the Gulf of Mexico. Swim in our ...
From $350 per night (USD)Expedia
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Expedia
Tiffany Blue- Stunning 2 bedroom condo directly on the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Tiffany Blue is a beautiful, beachfront 2 bed/2 bath condo located on historic Anna Maria Island. This comfortable and ...
Click For PricingExpedia
- From $248 per night (USD)
Expedia
Blue Isle Oasis: Adorable, updated 2 bedroom cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
LONG-TERM DISCOUNT: Stays of 4-weeks (28 nights) or more enjoy a 25% discount on the nightly rate! (This discount is ap ...
From $248 per night (USD)Expedia
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Expedia
3 Bedroom Townhome 319170 by Houzlet
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Great three bedroom /three bath Townhome with PRIVATE DOCK minutes to the beach, tucked away in one of the Island's best ...
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2 Bedroom Townhome 426663 by Houzlet
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
AVAILABLE STARTING NOVEMBER 1, 2022 Leased 1/31/23-3/1/23 RATES: (May through December) - $2, 000 a week or $4, 000 a mo ...
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- From $874 per night (USD)
VRBO
Chasing Sunsets managed by Beach Retreats
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
~ CHASING SUNSETS ~ At A Glance: Stunning 4 bedroom and 3 bathroom home 2 king bedrooms, 1 queen and one bunk bed ...
From $874 per night (USD)VRBO
- From $265 per night (USD)
Expedia
Sandy Point Cove 202
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sandy Point Cove 202 - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 6 people. VRC16-000538Distance to the ...
From $265 per night (USD)Expedia
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Expedia
3 Bedroom Multi_family 426665 by Houzlet
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
AVAILABLE STARTING DECEMBER 1st, 2022 Leased 1/15/23-2/15/23 RATES: Off Season (May through December) - $2, 500 a week o ...
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Hidden Pearl by Duncan Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Hidden Pearl is a completely renovated 2-bedroom, 2 1/2-bathroom condo. Hidden Pearl is in a beautifully maintained com ...
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