Holmes Beach, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Holmes Beach, Florida on RentalSaver.com!

Holmes Beach Rentals

From $221 per night (USD)
VRBO
Beachside Pointe by A Shore Thing Vacations!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Beachside Pointe! This sparkling clean and bright 2 bedroom condo is close to the beach and in the heart of i ...
From $221 per night (USD)
VRBO
$Americana AMI Lighthouse 3BR w\/pool + rooftop deck$
From $520 per night (USD)
Expedia
Americana AMI Lighthouse 3BR w\/pool + rooftop deck
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The Lighthouse by AMIBeachClub Discover this unique lighthouse vacation rental w/private pool on Anna Maria Island. The ...
From $520 per night (USD)
Expedia
$Family vacation on AMI w\/pool 4BR, 2.5BA, 8 guests$
From $831 per night (USD)
VRBO
Family vacation on AMI w\/pool 4BR, 2.5BA, 8 guests
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The Gables by AMIBeachClub Unwind at this colonial inspired beach house with private pool. The Gables has 4 bedrooms, 2. ...
From $831 per night (USD)
VRBO
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Expedia
Beach Escape: Your Ideal Island Retreat!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Beach Escape, a beautifully remodeled 2-bedroom, 2-bathroom haven just 1/2 block from the pristine white sand ...
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Expedia
From $1202 per night (USD)
VRBO
Seaside Haven by Duncan Real Estate
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Seaside Haven is an elegant Island property that promises an unforgettable experience. The 4 bedroom and 3 1/2 bath pool ...
From $1202 per night (USD)
VRBO
From $588 per night (USD)
VRBO
Anna Maria Island Blue Bella Bliss - Private Heated Pool
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Blue Bella is a single-level, 5br/3ba home with a pool, patio, and fire pit. Stroll beaches, restaurants & shops. The op ...
From $588 per night (USD)
VRBO
From $562 per night (USD)
VRBO
B100 step to the sugar sand gulf front view & pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
You’ll love it because of the views, the kitchen, the comfy king beds, the coziness & the beautiful pool/jacuzzi. My pla ...
From $562 per night (USD)
VRBO
From $356 per night (USD)
Expedia
Poinciana Retreat - 3BR, 3BA pool home on Holmes Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Welcome to Poinciana Retreat! Lovely, ground level, three bedroom, three bath home with two screened patios and a wonder ...
From $356 per night (USD)
Expedia
From $660 per night (USD)
VRBO
Tipsy Turtle: No Storm Damage! Pool Open! by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Tipsy Turtle by Anna Maria Life Vacation Rentals 104 43rd, Holmes Beach, FL 34217 What You'll Love About This Home: Loc ...
From $660 per night (USD)
VRBO
From $598 per night (USD)
Expedia
Family-Friendly Retreat with Pool & Game Room - Rollin' with the Waves
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Rollin' with the Waves by Anna Maria Island Accommodations Home in Holmes Beach, Florida Welcome to Rollin' with the ...
From $598 per night (USD)
Expedia
From $309 per night (USD)
VRBO
Cozy retreat, steps away from Gulf and beaches, dog friendly, AC
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Gertie's Pineapple House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $309 per night (USD)
VRBO
From $236 per night (USD)
Expedia
North Beach Village condo on Anna Maria Island one block to the beach and...
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Ready for an unforgettable island getaway? This 1 bedroom, 1 bath Duplex offers many comforts while being ...
From $236 per night (USD)
Expedia
From $3136 per night (USD)
VRBO
Exquisite 7BR, 7.5BA Home - Steps to the Beach! Stay at The Palace!
Bedrooms:
8
Bathrooms:
8
Sleeps:
14
The Palace by Anna Maria Island Accommodations 303 56th St Holmes Beach, Florida Welcome to The Palace! This extraord ...
From $3136 per night (USD)
VRBO
From $224 per night (USD)
Expedia
Bayside Breeze: Cozy Condo with Pool Views & Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Bayside Breeze, Your Perfect Getaway on Anna Maria Island! Escape to paradise in our charming 2-bedroom, 2-b ...
From $224 per night (USD)
Expedia
From $330 per night (USD)
VRBO
Relaxing retreat with pool, steps to the beach, AC and WIFI
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Gertie's Coconut House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $330 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Reese's Beach Retreat on beautiful Anna Maria Island
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your BEACH oasis, just steps away from some of the most world-renowned beaches on Anna Maria Island! This 3-b ...
From $320 per night (USD)
Expedia
From $733 per night (USD)
VRBO
Gigi & Poppy’s Paradise: Pool, Gulf Views, Walk to Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Gigi & Poppy's Paradise in Holmes Beach on Anna Maria Island! This comfortable 4-bedroom, 3-bathroom home is ...
From $733 per night (USD)
VRBO
From $961 per night (USD)
Expedia
Pursuit of Paradise: Bayfront Oasis on Anna Maria Island with Pool & Private Doc
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Pursuit of Paradise by AMI Locals Home in Holmes Beach, Florida Welcome to Pursuit of Paradise, your ultimate family va ...
From $961 per night (USD)
Expedia
From $523 per night (USD)
VRBO
Spacious Coastal Oasis: Enjoy Three King Beds & Room for Everyone!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our newest addition, Salt Cottage, located just 2 blocks from the Gulf beaches of Anna Maria Island! This cot ...
From $523 per night (USD)
VRBO
From $266 per night (USD)
Expedia
Discover Beachy Butterfly: Monthly Stay, Pool Access, Near Beaches & Dining!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachy Butterfly by Anna Maria Vacations Condo in Holmes Beach, Florida Welcome to Beachy Butterfly! This refreshed 2 ...
From $266 per night (USD)
Expedia
From $222 per night (USD)
VRBO
Latitude Adjustment by A Shore Thing Vacations
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Latitude Adjustment! Escape to this tranquil 2-bedroom condo on beautiful Anna Maria Island, just a short wal ...
From $222 per night (USD)
VRBO
From $502 per night (USD)
Expedia
A100 STEP TO THE SUGAR SAND GULF FRONT VIEW & POOL
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
You’ll love it because of the views, the fully loaded kitchen, the comfy king size bed, brand new pool.My place is good ...
From $502 per night (USD)
Expedia
From $226 per night (USD)
VRBO
Charming 2-bedroom condo with WiFi, AC in serene Holmes Beach Walk to the beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Stay comfortably in Holmes Beach at this 2-bedroom condo. With a king bed and a full bed, guests can relax in this aweso ...
From $226 per night (USD)
VRBO
From $545 per night (USD)
Expedia
Pool, Bikes & BBQ Included! 2min to Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Discover your ideal coastal retreat at "The Cranes Nest", a charming 3 bedroom, 3 bathroom, 3 story single family home l ...
From $545 per night (USD)
Expedia
From $427 per night (USD)
VRBO
AMI's Salty Breeze - Walk to Beach & Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to AMI's Salty Breeze, your perfect getaway on Anna Maria Island! This 3-bedroom, 2-bathroom townhouse is locate ...
From $427 per night (USD)
VRBO
From $675 per night (USD)
Expedia
The Beach House on AMI - Beachfront Home by Gulfcoast Holiday Homes
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
*NO DAMAGE AFTER HURRICANE* Two-story townhome on Anna Maria Island, just 0.1 Miles from the pristine white sand beach. ...
From $675 per night (USD)
Expedia
From $279 per night (USD)
VRBO
Ann’s Cottage with direct, close beach access.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Ann's house is a cozy, original 1950's one story beach cottage in the Holmes Beach section of Anna Maria Island. It is a ...
From $279 per night (USD)
VRBO
From $458 per night (USD)
Expedia
~ WE ARE OPEN ~ BEACHFRONT ~ YES THAT'S YOUR VIEW! ~
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
We are pleased to announce that our Coconuts beachfront condo is open! We didn't have any damage to our unit from the re ...
From $458 per night (USD)
Expedia
From $426 per night (USD)
VRBO
Tiffany Place Unit 105. Beautiful, Remodeled and Available NOW and SPRING 2025!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The sparkling, blue waters of the Gulf of Mexico await you at 105 Tiffany Place. Located directly on Anna Maria Island's ...
From $426 per night (USD)
VRBO
$2B\/2B on Anna Maria Island 3 blocks from the Beach$
From $188 per night (USD)
VRBO
2B\/2B on Anna Maria Island 3 blocks from the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Clean, cheerful, updated and renovated family home. Tile floors throughout. Front porch, and back porch. Two blocks in b ...
From $188 per night (USD)
VRBO
$Tiffany Place\/Anna Maria Beautifully Remodeled Condo AVAILABLE September\/October$
From $411 per night (USD)
VRBO
Tiffany Place\/Anna Maria Beautifully Remodeled Condo AVAILABLE September\/October
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Tiffany Place on Anna Maria Island! With so many wonderful restaurants to choose from and plenty of shopping, ...
From $411 per night (USD)
VRBO
From $302 per night (USD)
VRBO
Beautiful Condo on Anna Marie Island at Tiffany Place
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This well appointed condo on Anna Maria is ready for rent! Everything you need is here for you. Pack some clothes and c ...
From $302 per night (USD)
VRBO
From $898 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 $898 per night (USD)
VRBO
$Sandy Point Cove 202 - Anna Maria Island -Condo 2 Bedroom\/ 2 Bath, maximum...$
From $300 per night (USD)
Expedia
Sandy Point Cove 202 - Anna Maria Island -Condo 2 Bedroom\/ 2 Bath, maximum...
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sandy Point Cove 202 - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 6 people. VRC16-000538 D ...
From $300 per night (USD)
Expedia
From $470 per night (USD)
VRBO
Island Vibe 2: Close to Beach with Private 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 $470 per night (USD)
VRBO
From $503 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 $503 per night (USD)
VRBO
From $512 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 $512 per night (USD)
VRBO
From $819 per night (USD)
Expedia
Beachfront Condo with Pool
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Located on beautiful Anna Maria Island, La Plage 10 is one of only six units on the Island that have a full beachfront v ...
From $819 per night (USD)
Expedia
From $540 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 $540 per night (USD)
VRBO
From $179 per night (USD)
VRBO
Beach Place... An island treasure. Not available due to hurricane
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 $179 per night (USD)
VRBO
$Sunset Landing AMI Beach House. 6BR\/4.5BA. Private pool. 2 blks to beach.$
From $874 per night (USD)
VRBO
Sunset Landing AMI Beach House. 6BR\/4.5BA. Private pool. 2 blks to beach.
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
WE ARE OPEN FOR RENTERS AFTER THE STORMS. POOL IS OPEN AS WELL! Sunset Landing is a modern 6 bedroom, 4.5 bathroom vaca ...
From $874 per night (USD)
VRBO
From $479 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 $479 per night (USD)
VRBO
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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 ...
Click For Pricing
VRBO
From $588 per night (USD)
VRBO
TOES IN THE SAND! GULF FRONT HOME WITH HEATED POOL, GORGEOUS!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
11/16 - Waves Edge is now fully operational after the storm and guests are again staying and enjoying the island and th ...
From $588 per night (USD)
VRBO
From $466 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 $466 per night (USD)
VRBO
From $301 per night (USD)
Expedia
Across the street from the Beach, restaurants, free wifi, beach gear provided!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience an Anna Maria Island getaway with this stunning vacation rental just steps away from the Gulf of Mexico. Nest ...
From $301 per night (USD)
Expedia
From $664 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 $664 per night (USD)
VRBO
From $364 per night (USD)
VRBO
Anna Maria Rental Steps to Gulf Beach with Private Pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
After owning this amazing property for 22 years I have decided to sell it. It is currently on the market. We would like ...
From $364 per night (USD)
VRBO
From $168 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 $168 per night (USD)
VRBO
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Expedia
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 ...
Click For Pricing
Expedia
From $263 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 $263 per night (USD)
VRBO
From $624 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 $624 per night (USD)
VRBO
From $408 per night (USD)
VRBO
Chasing Waves managed by Beach Retreats FL
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC21-000089 107 78th street Holmes Beach 34217 “You are vacationing in a residential area. Please be a good neighbor b ...
From $408 per night (USD)
VRBO
From $698 per night (USD)
Expedia
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 $698 per night (USD)
Expedia
From $262 per night (USD)
VRBO
Tranquil AMI Resort Unit 2 all amenities! Central Holmes Beach
Bedrooms:
1
Bathrooms:
2
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 $262 per night (USD)
VRBO
From $650 per night (USD)
VRBO
White Sands Beach House -Luxury home, heated pool! Year round Mosquito Mist!!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This beachy, four-bedroom, three-bath vacation rental is located in the middle of Anna Maria Island. We are 1 1/2 bloc ...
From $650 per night (USD)
VRBO
$Blue Sky: Luxury 5 Bdrm\/4 bath with heated pool - 1 block to beach!$
From $665 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 $665 per night (USD)
VRBO
From $360 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 $360 per night (USD)
VRBO
From $359 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 $359 per night (USD)
VRBO
From $361 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 $361 per night (USD)
VRBO
From $334 per night (USD)
VRBO
Gorgeous Home Just Steps to Beach, Miles of White Sandy Beach ST lic DWE5105216
Bedrooms:
3
Bathrooms:
3
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 $334 per night (USD)
VRBO
From $1492 per night (USD)
Expedia
Slice of Paradise managed by Beach Retreats
Bedrooms:
6
Bathrooms:
5
Sleeps:
8
Slice of Paradise VRC21-000047 216 68th St - Holmes Beach - FL - 34217 This stunning custom built and decorated 4 bedroo ...
From $1492 per night (USD)
Expedia
From $578 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 $578 per night (USD)
VRBO
From $585 per night (USD)
Expedia
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 $585 per night (USD)
Expedia
From $544 per night (USD)
VRBO
Key Lime Cottage by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
PLEASE NOTE: This home is currently undergoing a full renovation. The current pictures include furniture and decor that ...
From $544 per night (USD)
VRBO
From $245 per night (USD)
Expedia
Gulf Beach Bungalow
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
This cute spacious beach bungalow is arguably one of the best values on the island for immediate beach access located at ...
From $245 per night (USD)
Expedia
From $431 per night (USD)
VRBO
Misty Beach by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
In the heart of Holmes Beach on Anna Maria Island rests this charming pet-friendly home just steps to the beaches. Misty ...
From $431 per night (USD)
VRBO
From $447 per night (USD)
Expedia
Resting Beach Place managed by Beach Retreats
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
5608 GULF DR UNIT 111 SUN PLAZA WEST, HOLMES BEACH, FL 34217 VRC19-000241 Book with confidence: Cancellations up to 30 ...
From $447 per night (USD)
Expedia
From $486 per night (USD)
VRBO
Beach Oasis! Beachfront Condo with Unforgettable Sunsets, Heated Pool, WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
11/01/24 - Note: Elevators are not expected to be operational again for a few months. Forget everything around you and ...
From $486 per night (USD)
VRBO
From $635 per night (USD)
Expedia
Sizzling Summer Specials hosted by Beach Retreats
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC16-000317 304 60th St Unit A Holmes Beach FL 34217 Cancellations up to 30 days prior to arrival result in a refund o ...
From $635 per night (USD)
Expedia
From $208 per night (USD)
VRBO
⚓5400 Gulf Dr! 55+ condo with amazing pool just steps away from the beach!⚓🏖
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Gulf Drive 5400! ⚓55+ Community, Heated Pools ⚓Short walk to the World Class Beaches of Anna Maria Island ⚓Fu ...
From $208 per night (USD)
VRBO
$Holmes Beach- Fall Sale! The Palms, AMI- 2BR\/2BA vrc 000075$
From $214 per night (USD)
VRBO
Holmes Beach- Fall Sale! The Palms, AMI- 2BR\/2BA vrc 000075
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
** Sale! Falls rates in effect for reservations in Sept, Oct, Nov and Dec! The PALMS at Anna Maria Island is the perfect ...
From $214 per night (USD)
VRBO
$BEAUTIFUL 4 bdrm BEACH home w\/pool&Spa! steps to beach!$
From $1392 per night (USD)
VRBO
BEAUTIFUL 4 bdrm BEACH home w\/pool&Spa! steps to beach!
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Located on Holmes Beach, AMI. Just steps to the beach! This incredible newly built home sets the highest standards of lu ...
From $1392 per night (USD)
VRBO
From $377 per night (USD)
VRBO
Casa Del Mar by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Casa Del Mar is a beautiful Key West-style home featuring 4 bedrooms/2.5 bathrooms. This property is located on the nort ...
From $377 per night (USD)
VRBO
From $495 per night (USD)
VRBO
Our Waterfront Home Is All Ready Just For You!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This is the Florida view you have been dreaming of... Single family home situated at the end of a natural canal with a v ...
From $495 per night (USD)
VRBO
From $949 per night (USD)
VRBO
Steps to Beach!Spectacular View!Discounts for AUG
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Ah, the smell of salt and sand. There's no elixir on this blessed earth like it. Our luxury Anna Maria Island Townhome ...
From $949 per night (USD)
VRBO
From $560 per night (USD)
VRBO
Waters Edge 110N by Duncan Real Estate
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Water’s Edge, a beachfront getaway with stunning views! The Water’s Edge 110N condo is a beautiful two-bedroo ...
From $560 per night (USD)
VRBO
From $933 per night (USD)
Expedia
Just Beachy managed by Beach Retreats
Bedrooms:
6
Bathrooms:
4
Sleeps:
8
128 49th St Holmes Beach VRC 21-000019 You may cancel your reservation up to 60 days before check-in for a full refund m ...
From $933 per night (USD)
Expedia
From $197 per night (USD)
VRBO
Escape to Paradise, visit Anna Maria Island!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Anna Maria Island is one of Florida's most beautiful islands. Out of the way, yet easily accessible. Incredible Sunsets ...
From $197 per night (USD)
VRBO
From $408 per night (USD)
VRBO
Charming Home on Anna Maria Island 2 Blocks from Beach with Private Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Charming 3 bedroom, 2 bathroom, split floor plan on the North end of Holmes Beach, Anna Maria Island. This home is ever ...
From $408 per night (USD)
VRBO
From $350 per night (USD)
VRBO
Gone Coastal Too by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Gone Coastal, Too! This sister property to Gone Coastal has all the comforts of home. *Features include* * ...
From $350 per night (USD)
VRBO
From $688 per night (USD)
Expedia
The Tiki Treehouse: Luxury Beach Retreat at Grassy Point Nature Preserve
Bedrooms:
5
Bathrooms:
3
Sleeps:
10
Seven beds nestled among manicured palm trees and mangroves, two minutes' walk to America's best beach. Tiki Bar lounge ...
From $688 per night (USD)
Expedia
From $830 per night (USD)
VRBO
Gone Coastal Duplex by Beach Boutique Rentals
Bedrooms:
4
Bathrooms:
6
Sleeps:
8
Welcome to the ultimate family vacation getaway. This amazing house is a full duplex rental with a total of 4 bedrooms a ...
From $830 per night (USD)
VRBO
From $373 per night (USD)
VRBO
PRIVATE HEATED POOL! 150 Steps to the Beach! No property management fees!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Gulf Breeze is a cozy Key West style coastal cottage ideally located 150 steps to the beautiful beach. The property is ...
From $373 per night (USD)
VRBO
From $397 per night (USD)
VRBO
8 houses to the beautiful white sand! Come get your beach on!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to "Tropical Treehouse". This property is zoned for 7 nights minimum. Beautifully updated vacation rental in ...
From $397 per night (USD)
VRBO
From $639 per night (USD)
Expedia
The Pink Chicken by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
PLEASE NOTE: This home is currently undergoing a full renovation. The current pictures include furniture and decor that ...
From $639 per night (USD)
Expedia
From $602 per night (USD)
VRBO
Gone Coastal 3 by Beach Boutique Rentals
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
This stylish 3 bedroom, 2 and a half bath vacation home is located just a short walk from Anna Maria Island's sugar whit ...
From $602 per night (USD)
VRBO
From $425 per night (USD)
Expedia
Gone Coastal by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Gone Coastal! No detail was spared when this fabulous vacation rental was designed. *Features include* * P ...
From $425 per night (USD)
Expedia
From $474 per night (USD)
VRBO
AMI is a paradise destination! Join us for some<br>Fun in the sun 🌞!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our single story beach house is recently redecorated and includes a large, brand new heated pool. The home is located in ...
From $474 per night (USD)
VRBO
$WE 110 Lovely Gulf Front 2\/2 Pool Condo Relax On Sugar Sand Beach$
From $338 per night (USD)
Expedia
WE 110 Lovely Gulf Front 2\/2 Pool Condo Relax On Sugar Sand Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC 22-000004 Waters Edge Condo 110S is a gorgeous two bedroom, two bath direct Gulf front unit, located at 5806 Gulf D ...
From $338 per night (USD)
Expedia
From $634 per night (USD)
VRBO
A Lazy River Day & Night 4 Bedrm w lazy river heated pool! Bikes & Beach Gear!
Bedrooms:
4
Bathrooms:
5
Sleeps:
9
VRC# 19-000218 VRC# 19-000219 Versatile 4 bedroom 3 1/2 bath home perfect for families or friends traveling together b ...
From $634 per night (USD)
VRBO
From $453 per night (USD)
Expedia
Gulf Shores Beachfront Condo | Gorgeous views and only steps to the sand!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
View dolphins, terns, gulls, sandpipers, and other shorebirds from your 22 foot wide screened lanai. Walk directly out t ...
From $453 per night (USD)
Expedia
From $520 per night (USD)
VRBO
Cozy Night Side Cottage with Heated Pool on quiet street on Anna Maria Island
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC# 19-000219 This cozy 2 bedroom 2 full bath cottage is half of our A Lazy River Day and Night duplex. You will feel ...
From $520 per night (USD)
VRBO
From $326 per night (USD)
VRBO
SunSet Azul by SeaBreeze Vacation
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Sunset Azul is a 2 bedroom/1 bath gulf-side ground level villa on the southern end of Holmes Beach. This unit has just ...
From $326 per night (USD)
VRBO
From $332 per night (USD)
VRBO
Island Vibe 6: Close to Beach with Private Heated Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Rent with attached duplex Island Vibe 5 (VRBO# 1919652) if you need 4 bedrooms! Welcome to Island Vibe 6, a newly renov ...
From $332 per night (USD)
VRBO
From $990 per night (USD)
VRBO
Unwind Sunshine - heated pool, steps to the local's favorite beach, free bikes
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
***WEEKLY RENTAL**** This Luxury beach chic cottage home has it all....location, fully stocked luxury kitchen, and beac ...
From $990 per night (USD)
VRBO
From $261 per night (USD)
VRBO
🌴Private patio-Close to-Everything&Trolley-3min walk to beach-🌞
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This is a fabulously styled cottage is set back 30 yards from the Gulf ocean (one house off the beach as the crow flies) ...
From $261 per night (USD)
VRBO
From $267 per night (USD)
VRBO
🌞Cozy cottage close to everything-Private patio-3 min to the beach! 🌴
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Discover this boutique-styled cottage and the white sandy beaches that make Anna Maria Island so famous. The Cottage is ...
From $267 per night (USD)
VRBO
From $517 per night (USD)
VRBO
Direct Beachfront 2 BD Condo On Florida’s Beautiful Gulf Coast!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Florida Vacation Dream Spot - easy and fun! This 2 Bedroom, 2 Bath condo is direct beachfront with wide open views up a ...
From $517 per night (USD)
VRBO
From $624 per night (USD)
Expedia
Sandcastle by the Sea managed by Beach Retreats
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
213 76th St. Bradenton Beach, Fl 34217 VRC21-000119 “You are vacationing in a residential area. Please be a good neighb ...
From $624 per night (USD)
Expedia

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