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 $538 per night (USD)
VRBO
Amazing Villa at Islands West Resort! Close to beach with pool!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Villa #5 Seashell by AMI Locals Villa in Holmes Beach, Florida Your dream beach getaway awaits you at Villa #5 Seashell ...
From $538 per night (USD)
VRBO
From $721 per night (USD)
Expedia
Updated Pool Unit at Beachfront Coconuts Resort!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Coconuts Poolside! This amazing condo is located within the iconic Coconuts Beach Resort located directly on ...
From $721 per night (USD)
Expedia
From $713 per night (USD)
VRBO
EV Charger, Portside Paradise by SeaBreeze Vacation
Bedrooms:
6
Bathrooms:
4
Sleeps:
8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER SEPTEMBER 5, 2023! All Drivers must be ov ...
From $713 per night (USD)
VRBO
From $1619 per night (USD)
Expedia
Home with Pool and Spa, tropical backyard! Near the beach - Feelin' Beachy
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Feelin’ Beachy by AMI Locals Home in Holmes Beach, Florida VRC20-000140 Let the good times roll at Feelin' Beachy, a st ...
From $1619 per night (USD)
Expedia
From $775 per night (USD)
VRBO
The Beach House - sleeps 6 guests in 3 bedrooms
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Beach House is situated on one of the quietest areas of the beautiful white sandy beach. Why not sit on the veranda ...
From $775 per night (USD)
VRBO
From $249 per night (USD)
Expedia
Captain's Quarters: 1 Block to Beach, Dog Friendly, Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Captain's Quarters Spinnakers by Anna Maria Life Vacation Rentals 202 56th St #1, Holmes Beach, FL 34217 What You'll Lo ...
From $249 per night (USD)
Expedia
From $479 per night (USD)
VRBO
Condo steps from the beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come enjoy the beauty of Anna Maria Island! Less than 50 steps from the white sand beach and minutes (.2 miles) from res ...
From $479 per night (USD)
VRBO
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Expedia
Coconuts Resort Direct Beachfront Bungalow!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Coconuts Beachside! This amazing condo is located within the iconic Coconuts Beach Resort located directly on ...
Click For Pricing
Expedia
From $615 per night (USD)
VRBO
Luxurious Beach Haven- 2-min walk to beach access, pool, spa and putting green!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Experience the ultimate Florida getaway at #WeekendSuits, an exceptional 4-bedroom, 3.5-bath retreat nestled in the hear ...
From $615 per night (USD)
VRBO
From $534 per night (USD)
Expedia
Experience Island Life! Great private Pool and Spa
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Life by AMI Locals Home in Holmes Beach VRC#18-000083 Welcome to Island Life, a fully renovated and updated vac ...
From $534 per night (USD)
Expedia
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VRBO
One block off the beach! Waterslide and Rooftop deck!
Bedrooms:
6
Bathrooms:
4
Sleeps:
8
Pineapple Paradise by AMI Locals Home in Holmes Beach, Florida VRC19-000039 Come and visit Pineapple Paradise! This ...
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VRBO
From $754 per night (USD)
Expedia
Perfect Family Vacation Home with Putting Green, Waterslide - Island Pearl Oasis
Bedrooms:
6
Bathrooms:
4
Sleeps:
8
Island Pearl Oasis by AMI Locals Home in Holmes Beach, Florida VRC19-000119 Escape the everyday grind and head ...
From $754 per night (USD)
Expedia
From $310 per night (USD)
VRBO
Beach Haven Ranked #204 for businesses in Holmes Beach FL
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beach Haven #204 at Seaside Beach House is favorite for guests of Holmes Beach and Anna Maria Island. This 1050 sq ft ...
From $310 per night (USD)
VRBO
From $328 per night (USD)
Expedia
Island Serenity: North Beach Village, Dog Friendly, Short Walk to Beach by Anna Maria Life
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Serenity by Anna Maria Life Vacation Rentals 6250 Holmes Blvd. #54, Holmes Beach, FL 34217 What You'll Love Abou ...
From $328 per night (USD)
Expedia
From $515 per night (USD)
VRBO
GULF BEACH Directly in Front w/ Heated Pool, FREE WiFi & Trolley, Great Sunsets!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**ASK ABOUT LAST MINUTE DEALS! Perfectly situated on the Gulf of Mexico in the center of Anna Maria Island, ...
From $515 per night (USD)
VRBO
From $544 per night (USD)
Expedia
New, chic villa at Islands West Resort! Vacation in luxury!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Villa #6 Starfish by AMI Locals Villa in Holmes Beach, Florida Dive into resort-style living at Villa #6 Starfish, a be ...
From $544 per night (USD)
Expedia
From $483 per night (USD)
VRBO
STEPS TO THE BEACH WITH POOL! CAN BE RENTED AS A 4 BEDROOM!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Quiet and quaint is this spectacular 2 Bedroom/1 Bath Duplex with a large HEATED POOL in a lush tropical landscaped sett ...
From $483 per night (USD)
VRBO
From $452 per night (USD)
Expedia
STEPS TO THE BEACH WITH POOL! CAN BE RENTED AS A 4 BEDROOM!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Quiet and quaint is this spectacular 2 Bedroom/1 Bath Duplex with a large HEATED POOL in a lush tropical landscaped sett ...
From $452 per night (USD)
Expedia
From $745 per night (USD)
VRBO
Beautiful Beach House with Pool Steps to Beach - Harbor Haven
Bedrooms:
5
Bathrooms:
4
Sleeps:
14
Harbor Haven by AMI Locals 210 N Harbor Dr Holmes Beach, Florida VRC19-000118 Welcome to Harbor Haven! Stay, relax, ...
From $745 per night (USD)
VRBO
From $592 per night (USD)
Expedia
Relax in Style at Villa #4 Sand Dollar with Shared Pool Steps to the Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Villa #4 Sand Dollar by AMI Locals Villa in Holmes Beach, Florida Welcome to Villa #4 Sand Dollar, a cozy one-bedroom, ...
From $592 per night (USD)
Expedia
From $544 per night (USD)
VRBO
Luxury Villa at Islands West Resort! Stunning & close to beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Villa #3 Seahorse by AMI Locals Villa in Holmes Beach, Florida Welcome to Villa #3, a stunning beach bungalow with one- ...
From $544 per night (USD)
VRBO
From $341 per night (USD)
Expedia
Beautifully updated home with private pool, close to beach, 2 bedrooms!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sea Grape Escape by AMI Locals Home in Holmes Beach, FL Features: • Pool • Backyard Patio with TV • Beach chairs for g ...
From $341 per night (USD)
Expedia
From $824 per night (USD)
VRBO
Amazing waterfront home with pool and spa, close to beach!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Bayfront Paradise by AMI Locals Home in Holmes Beach, Florida VRC18-000090 Welcome to Bayfront Paradise, a truly s ...
From $824 per night (USD)
VRBO
From $282 per night (USD)
Expedia
A lovely 2 bed and 2 bath property just moments from the beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Seabreeze Cottage is situated on a quiet road with access to the beach, via a leafy lane, just 200 feet away. The prope ...
From $282 per night (USD)
Expedia
From $339 per night (USD)
VRBO
Perfectly Located Near the Beach and Shopping!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Saltwater Palms by AMI Locals Townhome in Holmes Beach, FL Located just across the street from the Gulf Beaches! Highl ...
From $339 per night (USD)
VRBO
From $481 per night (USD)
Expedia
Holmes Sweet Holmes by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Nestled in a tranquil coastal community in beautiful Holmes Beach, the aptly named Holmes Sweet Holmes is the ideal spot ...
From $481 per night (USD)
Expedia
From $368 per night (USD)
VRBO
A Perfect Place: Newly Remodeled Ground Level with Pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to the "Perfect Place" on Anna Maria Island! This newly renovated, ground level, 3 bedroom 3 bath home offers th ...
From $368 per night (USD)
VRBO
From $425 per night (USD)
Expedia
Duplex Near the Beach with Saltwater Pool with In-ground Spa - Blue Oasis East
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Blue Oasis East by Anna Maria Island Locals Duplex in Anna Maria, FL Landscaped backyard with a new saltwater pool and ...
From $425 per night (USD)
Expedia
From $399 per night (USD)
VRBO
Home with Saltwater Pool with In-ground Spa - Blue Oasis West
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Blue Oasis West by AMI Locals Home in Holmes Beach VRC21-000103 Welcome to Blue Oasis West, a ground-level home just ...
From $399 per night (USD)
VRBO
From $339 per night (USD)
Expedia
Castnetter Beach Resort 6
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Our Holmes Beach property is located at Gulf Drive & 41st Street. Conveniently located at the (7) Acre Lifeguard protec ...
From $339 per night (USD)
Expedia
From $221 per night (USD)
VRBO
DIRECT GULFRONT CONDO - 2BR/2BA Condo with pool and tennis - By Island Real Esta
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
“Water’s Edge 204S” is part of the beach side Water’s Edge Condominiums. These condos are perfectly placed, as you’ll se ...
From $221 per night (USD)
VRBO
From $306 per night (USD)
VRBO
Spacious Condo on the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Newly remodeled condo with a view of the gulf from your relaxing balcony. Large heated pool and hot tub amid lush landsc ...
From $306 per night (USD)
VRBO
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VRBO
Resort Sixty-Six - Anna Maria Island Quiet Studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
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 Pricing
VRBO
From $548 per night (USD)
Expedia
Elevated 3BR/3BA Home - Private Pool Home - By Island Real Estate Vacations
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Newly Updated - New bathrooms and updates completed in February of 2023!! “Forget Me Knot” is a gem among island homes. ...
From $548 per night (USD)
Expedia
From $407 per night (USD)
VRBO
Sun and Surf Direct Gulf Front Condo on Anna Maria Island!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Need a getaway? We have the perfect spot for you. Welcome to "Sun & Surf", a direct gulf front condominium on beautiful ...
From $407 per night (USD)
VRBO
From $326 per night (USD)
Expedia
Appletini- Dog Friendly Private Pool Home IN Heart of Anna Maria By Island Real
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Tiki waterfall heated pool with comfortable pool side furniture will melt your worries away. This ground level property ...
From $326 per night (USD)
Expedia
From $821 per night (USD)
VRBO
Luxury villa at Islands West Resort, near beach, with pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Villa #7 AMI Lime Fish by AMI Locals Villa in Holmes Beach, Florida Welcome to Villa #7 AMI Lime Fish, a luxury two-bed ...
From $821 per night (USD)
VRBO
From $462 per night (USD)
Expedia
Private Pool! Ping-Pong, Pool Table, Putt-Putt!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Stormalong Bay by Stormalong Bay by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 Welcome to Stormal ...
From $462 per night (USD)
Expedia
From $462 per night (USD)
VRBO
Anna Maria Island Townhouse - Simply Beautiful! The Perfect Vacation Location!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This townhouse is beautifully decorated and completely modernized with everything you need for the perfect vacation in p ...
From $462 per night (USD)
VRBO
From $874 per night (USD)
Expedia
Luxury Home, Amazing Pool with Waterslide and Spa - Beach Haven
Bedrooms:
7
Bathrooms:
8
Sleeps:
16
Beach Haven by AMI Locals Home in Holmes Beach, Florida VRC18-000066 Welcome to Beach Haven, a stunning eight-bedroom ...
From $874 per night (USD)
Expedia
From $464 per night (USD)
VRBO
SeaStarVilla by Duncan Real Estate
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Welcome to Sea Star Villa! This well constructed 2-bedroom, 3-bathroom Island home with a bonus room is ready to host gu ...
From $464 per night (USD)
VRBO
From $261 per night (USD)
VRBO
Shell Game: Playa Encantada - Beachfront Community Steps to the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Shell Game has recently been transformed into a fun and stunning tropical retreat that offers 1,154 sq. ft. of spacious ...
From $261 per night (USD)
VRBO
From $453 per night (USD)
VRBO
Cozy Cabana East - Renovated 2BR w/ Private Heated Pool & Walk to Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Cozy Cabana East! On Anna Maria Island (Holmes Beach, Florida) After sustaining hurricane damage, this charm ...
From $453 per night (USD)
VRBO
From $458 per night (USD)
Expedia
Beachfront Condo with Stunning Gulf Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Island Paradise #4 by AMI Locals Condo in Holmes Beach, Florida VRC21-000114 Welcome to Island Paradise #4, a two-bed ...
From $458 per night (USD)
Expedia
From $504 per night (USD)
VRBO
Luxurious Beachfront Condo with Stunning Gulf Views! - Island Paradise #6
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Paradise #6 by AMI Locals Condo in Holmes Beach, Florida Discover the ultimate beachfront escape at Island Pa ...
From $504 per night (USD)
VRBO
From $710 per night (USD)
Expedia
Pool home with WATERSLIDE! Close to beach! Perfect for family vacation
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Conch House by AMI Locals Home in Holmes Beach, Florida VRC18-000085 Welcome to Conch House, a stunning vacation home ...
From $710 per night (USD)
Expedia
From $1083 per night (USD)
VRBO
Luxury Beachfront Cottage with a Private Pool and Spa!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beachfront Bungalow by Anna Maria Island Locals Home in Holmes Beach, FL Features: • Beachfront property with private ...
From $1083 per night (USD)
VRBO
From $472 per night (USD)
Expedia
Poolside unit at The Coconuts beachside complex
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Kitchen and Dining area, Living Room, Lanai with direct shared pool access Highlight: -Direct access to the Pool Area - ...
From $472 per night (USD)
Expedia
From $340 per night (USD)
VRBO
Private Pool/Spa - A Wave From It All by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
New Name - A Wave From It All, formerly known as Island Dream, is a recently updated custom home nestled in the quiet re ...
From $340 per night (USD)
VRBO
From $469 per night (USD)
Expedia
Sul Mare at Vista Grande on Anna Maria Island - By Island Real Estate Vacations
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
By far the BEST direct view of the Gulf you will find on Anna Maria Island. Exclusive SUL MARE with floor to ceiling win ...
From $469 per night (USD)
Expedia
From $230 per night (USD)
VRBO
Anna Maria Island condo with heated pool, short walk from the beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sea Pirate 1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $230 per night (USD)
VRBO
From $150 per night (USD)
Expedia
Sweet duplex with WiFi, central AC, & gas grill - close to beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Coastal Tides Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $150 per night (USD)
Expedia
From $212 per night (USD)
VRBO
Lazy Lizard! A Newly Renovated Island Cottage, Close to the Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Photos Updated January 2025! LONG-TERM DISCOUNT: Stays of 4-weeks (28 nights) or more enjoy a 25% discount on the night ...
From $212 per night (USD)
VRBO
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Expedia
Pink Flamingo in Palm Isle Village - 2BR Condo with Pool - By Island Real Estate
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover the best Anna Maria Island has to offer when you stay in this comfortable condo steps from an amazing white san ...
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Expedia
From $321 per night (USD)
VRBO
Peacock Crossing by AMI Locals - NEWLY Remodeled! Walk to Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Peacock Crossing! Highlights • Newly Renovated with Modern Furnishings and Appliances • Private Heated Pool ...
From $321 per night (USD)
VRBO
From $806 per night (USD)
Expedia
4 Bedroom Townhouse - Your private Holmes Beach vacation home
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to the spacious Unit 12, a four-bedroom, three-bathroom townhouse attractively adorned with white walls, cool pa ...
From $806 per night (USD)
Expedia
From $290 per night (USD)
VRBO
AMI Moana Villa 3-minute walk to the beach plus community heated pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Find everything you need for a fun and memorable beach getaway at this three-bedroom Holmes Beach rental! You'll have a ...
From $290 per night (USD)
VRBO
From $1057 per night (USD)
Expedia
Summer House-Rooftop, short walk to the beach, private pool/spa and water slide
Bedrooms:
6
Bathrooms:
8
Sleeps:
20
At A Glance Short walk to the beach Rooftop deck with Gulf and Bay views Private heated pool with spa, water slide, and ...
From $1057 per night (USD)
Expedia
From $958 per night (USD)
VRBO
Luxury Pool Home near Beach with Rooftop Deck and Games! - Malibu Beach
Bedrooms:
7
Bathrooms:
8
Sleeps:
16
Malibu Beach by AMI Locals Home in Holmes Beach, Florida VRC18-000067 Get ready for the ultimate beach vacation at Ma ...
From $958 per night (USD)
VRBO
From $290 per night (USD)
Expedia
Beautiful Cottage with Private Pool, Great Location!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Coconut Cottage #1 by AMI Locals Condo in Holmes Beach, FL VRC18-000069 Highlights • 1-minute walk from the Beach • Priv ...
From $290 per night (USD)
Expedia
From $200 per night (USD)
VRBO
Ground-floor home with fast WiFi, shared pool, & central AC - close to beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Villas, Condo 1A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $200 per night (USD)
VRBO
From $989 per night (USD)
Expedia
Perfect Family Vacation Home with Private Pool and Spa!
Bedrooms:
6
Bathrooms:
8
Sleeps:
16
Surf View by Anna Maria Island Locals Home in Holmes Beach, FL Highlights • Pool with sundeck, spa, swim-up Tiki table ...
From $989 per night (USD)
Expedia
From $726 per night (USD)
VRBO
Home 5 Mins to Beach with Private Pool & Pool Table - Three Little Birds Cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Three Little Birds Cottage by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 Welcome to Three Littl ...
From $726 per night (USD)
VRBO
From $359 per night (USD)
Expedia
Beautiful Beach Home Right Near the Water with Private Pool, AC, & Fast WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Joy Abounds Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $359 per night (USD)
Expedia
From $317 per night (USD)
VRBO
Charming Ground Floor Condo with Shared Pool, High-Speed WiFi, and Central AC
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Beach Villa 1B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $317 per night (USD)
VRBO
From $1202 per night (USD)
Expedia
Summer Paradise-Rooftop deck and private heated pool/spa
Bedrooms:
5
Bathrooms:
6
Sleeps:
15
At A Glance Two houses down from beach access Rooftop deck with Gulf and Bay views Private heated pool with spa, water ...
From $1202 per night (USD)
Expedia
From $1026 per night (USD)
VRBO
Large Home Directly on the Beach - By Island Real Estate Vacations
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Family friendly with fantastic views and directly on the Gulf of Mexico sound like your idea of a perfect vacation renta ...
From $1026 per night (USD)
VRBO
From $855 per night (USD)
Expedia
Private Tropical Oasis so close to BEACH with a great Pool and Spa!
Bedrooms:
5
Bathrooms:
8
Sleeps:
16
Tropical Oasis by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Private pool with waterfall, hot tub ...
From $855 per night (USD)
Expedia
From $712 per night (USD)
VRBO
Mainsail Beach Inn 2 Bedroom
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The stunning interiors in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bedroom, 2.5 ...
From $712 per night (USD)
VRBO
From $773 per night (USD)
Expedia
Coastal Sunrise- Luxury 3 bedroom gulf front condo with stunning views with pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Luxury Direct Gulf Front Condo Very large unit- 2100 sq ft-Top Floor, Corner Unit Panoramic Gulf views-private stairs fr ...
From $773 per night (USD)
Expedia
From $975 per night (USD)
VRBO
Coastal Bliss- 2-Minute Walk (500 Feet) to the beach with private pool and spa
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
At A Glance 2-Minute Walk (500 Feet) to the Beach! Private Pool and Outdoor Spa, Heated Seasonally Outdoor Bar and Pool ...
From $975 per night (USD)
VRBO
From $301 per night (USD)
Expedia
Great Cottage with private pool, so close to beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Coconut Cottage #4 By Anna Maria Island Locals Condo in Holmes Beach, FL Located across the street from the Manatee Pub ...
From $301 per night (USD)
Expedia
From $286 per night (USD)
VRBO
Steps to Beach - The Cozzi Cottage by SeaBreeze Vacation
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Brimming with historic character, this charming ground level 1 bedroom/1 bath cottage has a bright modern, organic feel– ...
From $286 per night (USD)
VRBO
From $549 per night (USD)
Expedia
Twin Palms: Big House Close to Beach, Heated Lagoon Pool, Infant/Pet friendly
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Stay at the home of a NY Times best-selling food writer and her architectural designer/tech husband! Pet friendly, lots ...
From $549 per night (USD)
Expedia
From $317 per night (USD)
VRBO
Great location near Manatee Beach 1BR
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Great work or study from "home" while on vacation. This unit has large office space in addition to the living area and i ...
From $317 per night (USD)
VRBO
From $215 per night (USD)
Expedia
2BR Steps from Manatee Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Casa Coconut AMI unit 2 is located at 4104 4th Avenue in Holmes Beach, on Anna Maria Island, a delightful island locale ...
From $215 per night (USD)
Expedia
From $227 per night (USD)
VRBO
Steps from the Beach 2BR
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Casa Coconut AMI unit 1, located at 4104 4th Avenue in Holmes Beach, on Anna Maria Island, a delightful island locale di ...
From $227 per night (USD)
VRBO
From $846 per night (USD)
Expedia
Incredible pool home near the beach - Take Me Away
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Take Me Away by AMI Locals Home in Holmes Beach, FL 34217 VRC20-000170 Welcome to Take Me Away, a lovely, recently reno ...
From $846 per night (USD)
Expedia
From $251 per night (USD)
VRBO
Terrace Condo 1 Pool Condo Relaxing Tropical Pool Deck Close To Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
VRC 19-00237 The Terrace Condominium #1, located at 3100 Gulf Drive in Holmes Beach is a beautifully and comfortably fu ...
From $251 per night (USD)
VRBO
From $237 per night (USD)
Expedia
⚓3/2.5 Private Canal Front Pool Home on AMI⚓Close To Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Location, Location (see map): There are seven miles of pristine, quartz sand beaches shimmering along our island and you ...
From $237 per night (USD)
Expedia
From $332 per night (USD)
VRBO
Sunrise Bay Unit B! Heated pool! Walk to beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This is a spacious completely updated ground floor 2/2. Unit B is part of a 2 unit duplex with a private porch and grill ...
From $332 per night (USD)
VRBO
From $249 per night (USD)
Expedia
Beachside getaway! Adorable home with pool spa access! 5 min walk to beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is unit A in a 2 unit duplex. The place has been completely upgraded from top to bottom with brand new everything. ...
From $249 per night (USD)
Expedia
From $221 per night (USD)
VRBO
Walk to Beach: Home w/ Porch on Anna Maria Island!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Map out your coastal Florida escape to this warm and welcoming 2-bedroom, 2-bathroom vacation rental located on Anna Mar ...
From $221 per night (USD)
VRBO
From $443 per night (USD)
Expedia
Ebb Tide by Duncan Real Estate
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Come to this Island home and have a vacation of a lifetime! Totally remodeled, this 3-bedroom, 3-bath pool home is well ...
From $443 per night (USD)
Expedia
Click For Pricing
VRBO
Island Get Away
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
This newly updated and furnished condo in Holmes Beach is a picturesque and luxurious two bedroom two bath bay front con ...
Click For Pricing
VRBO
From $330 per night (USD)
Expedia
Casa Sierra 205B - 2BR Condo with Pool - By Island Real Estate Vacations
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
When you visit the quiet four unit Casa Sierra complex you’ll enjoy great amenities like the shared heated pool with per ...
From $330 per night (USD)
Expedia
From $361 per night (USD)
VRBO
Casa Sierra 205A - 2BR Condo with Pool - By Island Real Estate Vacations
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just a two minute walk to the beach! Casa Sierra 205 A 36th Street in Holmes Beach. Sleeps (6), (2) Bedroom (2) Bathroom ...
From $361 per night (USD)
VRBO
From $701 per night (USD)
Expedia
Private Heated Pool Home in Holmes Beach - Fernweh - By Island Real Estate Vaca
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Fernweh! (Means to crave for travel; being homesick for a place you've never been) New Luxury Home located at ...
From $701 per night (USD)
Expedia
From $350 per night (USD)
VRBO
Beautiful 3BR /2BA, Family Friendly Home w/Private pool/patio area
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 bedroom 2 bathroom vacation home on beautiful Anna Maria Island, Just two short blocks from the most breathtaking whit ...
From $350 per night (USD)
VRBO
From $402 per night (USD)
Expedia
Beautiful 3Bed/3 Bath, Heated Pool, WiFi & Trolley, Stroll to Pristine Beach,...
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
**ASK ABOUT LAST MINUTE DEALS! Forget your cares at this thoughtfully renovated 3 bedroom, 3 bath, pool hom ...
From $402 per night (USD)
Expedia
From $208 per night (USD)
VRBO
Fountainhead Condo 3 2/2 Condo Steps To white Sugar Sand Beach, Large Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
VRC21-000076 Fountainhead Condo #3, located at 3402 6th Avenue in Holmes Beach is just a few steps from the beautiful b ...
From $208 per night (USD)
VRBO
From $759 per night (USD)
Expedia
Tiki a Gulf-Front Escape with Unmatched Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC16-000568 Tiki | Gulf-Front Escape with Unmatched Views Your Private Slice of Paradise Awaits! Perched directly on ...
From $759 per night (USD)
Expedia
From $359 per night (USD)
VRBO
Cozy Cottage for 4 located steps from the beach. Heated Pool in private Patio.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Yellowfin Cottage located just 2 houses from the Gulf beaches on Anna Maria Island. Yellowfin Cottage is a gr ...
From $359 per night (USD)
VRBO
From $366 per night (USD)
Expedia
Coastal cute on Anna Maria Island, 2 bedroom with private pool! Pet friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Coral Breeze (Units A and B) is your new paradise. Each 2 bedroom 2 bath side of this adorable duplex features everythin ...
From $366 per night (USD)
Expedia
From $279 per night (USD)
VRBO
Perfect island getaway for families! Private pool, close to the beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Coconut Cottage #3 by Anna Maria Island Locals Condo in Holmes Beach, FL Located across the street from the Manatee Pub ...
From $279 per night (USD)
VRBO
From $361 per night (USD)
Expedia
Casa Sierra 203A - 2BR Condo with Pool By Island Real Estate Vacations
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This small quiet complex is just a two minute walk to the beautiful white sand beach. A ground level unit, find an outdo ...
From $361 per night (USD)
Expedia
From $216 per night (USD)
VRBO
A Wright Place 2/2 Private Pool Duplex Short Block To Beautiful Beaches
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
VRC16-000511 A Wright Place, located at 6803 Holmes Blvd., is a comfortable two bedroom, two bath duplex with poolside ...
From $216 per night (USD)
VRBO
From $837 per night (USD)
Expedia
Breakers 1 | A Classic Old Florida Beach Cottage – Fully Restored
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Some homes are more than just a place to stay—they hold a story. Breakers 1 is one of the few remaining Old Florida coas ...
From $837 per night (USD)
Expedia
From $453 per night (USD)
VRBO
3 bedroom, luxury beach house on Anna Maria Island, private pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Palm Villa welcomes you to sunny AMI! Palm Villa is a very comfortable, casual, but well-appointed Florida island getawa ...
From $453 per night (USD)
VRBO
From $376 per night (USD)
Expedia
Holmes Beach Cottage Steps to the Beach with Heated Pool!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to the Starfish Shack located just a few houses from the Gulf beaches of Anna Maria Island. The Starfish Shack i ...
From $376 per night (USD)
Expedia

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