Holmes Beach Rentals
- From $593 per night (USD)
VRBO
Mainsail Beach Inn 3 Bedroom Beach Facing Unit
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...
From $593 per night (USD)VRBO
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Expedia
Mainsail Beach Inn 3 Bedroom Beach Front Unit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...
Click For PricingExpedia
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VRBO
Mainsail Beach Inn 2 Bedroom
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
The stunning newly rennovated interiors in your private Holmes Beach vacation rental are elegant, fresh and bright. The ...
Click For PricingVRBO
- From $618 per night (USD)
Expedia
Mainsail Beach Inn 3 Bedroom Beach Front Unit
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...
From $618 per night (USD)Expedia
- From $661 per night (USD)
VRBO
Mainsail Beach Inn 2 Bedroom
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
The stunning interiors in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bedroom, 2 ba ...
From $661 per night (USD)VRBO
- From $287 per night (USD)
Expedia
209 83rd unit B in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
209 83rd Street, Unit B - Anna Maria Island -Duplex with Private Pool -2 Bedroom / 2 Bath, maximum occupancy of 4. Dista ...
From $287 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Castnetter Beach Resort 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Anna Maria Island's "Castnetter 6" is a delightful Island local located directly across the street from the seven acre " ...
From $275 per night (USD)VRBO
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Expedia
Turtle Tyme: Dog Friendly, Pool, Putting Green, 2 Blocks to Beach by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
4601 Gulf Drive, Holmes Beach, FL 34217 What You'll Love About This Home: Location! Central to all of AMI! 2 Blocks to ...
Click For PricingExpedia
- From $292 per night (USD)
VRBO
A Getaway Retreat Both Units 4 Bedrooms\/4 Baths
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
A fabulous totally remodeled and decorated west/east side unit 4 Bedroom, 4 Bath elevated two level duplex home. New ti ...
From $292 per night (USD)VRBO
- From $630 per night (USD)
Expedia
Pristine Anna Maria Island Beachfront Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Looking to experience Old World Florida charm with a modern twist, "The Sandy Turtle" - Gulf Place Condominium #D15 on A ...
From $630 per night (USD)Expedia
- From $399 per night (USD)
VRBO
Updated House 1 Minute Walk to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our Blue Grotto on the beautiful Anna Maria Island. We hope you will enjoy every minute of your stay in our 1 ...
From $399 per night (USD)VRBO
- From $234 per night (USD)
Expedia
WBC 231 Beautiful 2\/2 Pool Tennis Condo Close To White Sand Beach Shopping
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC20-000177 Westbay Cove 231 located at 600 Manatee Ave West in Holmes Beach is a picturesque and luxurious two bedroo ...
From $234 per night (USD)Expedia
- From $227 per night (USD)
VRBO
Incredible Water Views WBC 238
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC20-000176 Westbay Cove 238 located at 600 Manatee Ave West in Holmes Beach is a picturesque and luxurious two bedroo ...
From $227 per night (USD)VRBO
- From $309 per night (USD)
Expedia
SS Salamander Updated Pool Duplex Quiet Residential Location Steps To Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
VRC's 16-000499 & 16-000500 Welcome to the SS Salamander located at 121 50th Street in Holmes Beach. This duplex is jus ...
From $309 per night (USD)Expedia
- From $229 per night (USD)
VRBO
Blue Bayou: Newly Updated, Dog Friendly Home - 5 Houses to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
201 76th St. West Unit A, Holmes Beach, FL 34217 What You'll Love About This Home: Location - 5 houses from the Beach! ...
From $229 per night (USD)VRBO
- From $283 per night (USD)
Expedia
Beautiful 1 bedroom Condo with Beach views! Rest and relaxation await!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Condo Unit Layout: Located on the 2nd Level, elevator on site • King Master bedroom, ensuite bathroom with shower/tub co ...
From $283 per night (USD)Expedia
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Expedia
Spacious Oasis by Duncan Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the freshly updated Spacious Oasis! Spacious Oasis is a Mediterranean style 3-bedroom, 3-bathroom pool home l ...
Click For PricingExpedia
- From $1147 per night (USD)
Expedia
Dream Luxury Vacation Home with Pool, close to Beach - Gulf Pearl
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Gulf Pearl by AMI Locals Home in Holmes Beach, Florida VRC21-000130 Welcome to Gulf Pearl! This stunning vacation h ...
From $1147 per night (USD)Expedia
- From $957 per night (USD)
VRBO
LUXURY beach house with Water views and a Pool! -Sea Glass Harbor
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Sea Glass Harbor by AMI Locals Home in Holmes Beach, Florida VRC21-000055 Welcome to Sea Glass Harbor, a luxury vacatio ...
From $957 per night (USD)VRBO
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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 ...
Click For PricingExpedia
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VRBO
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 PricingVRBO
- From $267 per night (USD)
Expedia
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)Expedia
- From $375 per night (USD)
VRBO
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 $375 per night (USD)VRBO
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Expedia
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 PricingExpedia
- From $1095 per night (USD)
VRBO
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)VRBO
- From $366 per night (USD)
Expedia
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 $366 per night (USD)Expedia
- From $438 per night (USD)
VRBO
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 $438 per night (USD)VRBO
- From $199 per night (USD)
Expedia
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 $199 per night (USD)Expedia
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VRBO
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 ...
Click For PricingVRBO
- From $263 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 $263 per night (USD)Expedia
- From $236 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 $236 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
- Click For Pricing
VRBO
“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 PricingVRBO
- From $486 per night (USD)
Expedia
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)Expedia
- Click For Pricing
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 ...
Click For PricingVRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $284 per night (USD)
VRBO
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 $284 per night (USD)VRBO
- From $239 per night (USD)
Expedia
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 $239 per night (USD)Expedia
- Click For Pricing
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 ...
Click For PricingVRBO
- 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 $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 $202 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 $202 per night (USD)VRBO
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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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Expedia
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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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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Expedia
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 ...
Click For PricingExpedia
- From $213 per night (USD)
Expedia
North Beach Village 40 - 3BR Townhome - Anna Maria Island - By Island Real Estat
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the magic of Anna Maria Island with our stunning vacation rental, "Sans Souci - North Beach Village 40." This ...
From $213 per night (USD)Expedia
- From $947 per night (USD)
VRBO
Tarpon House-Luxury 4\/4 Home on Anna Maria Island
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
What You'll Love About This Home: Location! 3 Blocks to the Beach! 4 Bedrooms / 4 Bathrooms 3 King Beds, Two Sets of Bu ...
From $947 per night (USD)VRBO
- From $325 per night (USD)
Expedia
Crabby Coconut: Private oasis w\/ pool\/spa - steps from beach.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Crabby Coconut 205 72nd Street, Holmes Beach What you will love about this property: • Location- Less than one block ...
From $325 per night (USD)Expedia
- From $382 per night (USD)
VRBO
Welcome to Summer Wind
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summer Wind by Anna Maria Island Accommodations Duplex in Holmes Beach, FL 34217 Get ready to feel the sand in between ...
From $382 per night (USD)VRBO
- From $204 per night (USD)
Expedia
Updated Home near the Beach! Screened-in Lanai and BBQ Grill! - Summer Daze
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summer Daze by Anna Maria Island Accommodations Duplex in Holmes Beach, FL 34217 Pack your bags for a beach escape at ...
From $204 per night (USD)Expedia
- From $300 per night (USD)
VRBO
Seaside Serenity: 2BR Villa with Pool on Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ocean 72 - a SkyRun Anna Maria Property The Space: As you step inside, you'll be greeted by a tastefully decorated l ...
From $300 per night (USD)VRBO
- From $283 per night (USD)
Expedia
Across the street from the Beach!-Sandpiper Villa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sandpiper Villa by AMI Locals Home in Holmes Beach, Florida Welcome to Sandpiper Villa, a coastal paradise across the s ...
From $283 per night (USD)Expedia
- From $526 per night (USD)
VRBO
Serenity Point by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Serenity Point! Island ambiance awaits you at this beautifully decorated three-bedroom, two-bathroom luxury h ...
From $526 per night (USD)VRBO
- From $304 per night (USD)
Expedia
2 bed\/2 bath home is a 5 min walk the beach with a new Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy this 2 bedroom/2 bath duplex. Located in Holmes Beach, this home is a five minute walk from the sandy white beache ...
From $304 per night (USD)Expedia
- From $275 per night (USD)
VRBO
ANNA MARIA GULF BEACH PLACE JUST STEPS TO THE EDGE OF THE WATER
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This gorgeous Fully Remodeled 1300 sq ft 2 Bedroom 2 Bath condo, located on just steps to the beach. Gulf Beach Place is ...
From $275 per night (USD)VRBO
- From $1012 per night (USD)
Expedia
My Grand Floridian: Canal Front, Dock, Pool, Games
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
207 N Harbor Dr, Holmes Beach, FL, 3427 What You'll Love About This Home: Location! 2.5 Blocks to the Beach! On a Canal ...
From $1012 per night (USD)Expedia
- From $516 per night (USD)
VRBO
1 Min walk to Beach with Pool, Spa, and Elevator
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Costa Lotta is "home away from home”. All the amenities you will need in this 2,100 sq. ft. home. Costa Lotta is the pe ...
From $516 per night (USD)VRBO
- From $366 per night (USD)
Expedia
Come Sail A Bay, canal front with dock, 3 beds\/3 bath single level
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to "Come Sail A Bay"! Bring your boat and gear because this charming single-level home boasts 3 bedrooms and 3 b ...
From $366 per night (USD)Expedia
- From $290 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 $290 per night (USD)VRBO
- From $250 per night (USD)
VRBO
JANUARY 2024 is AVAILABLE! 14 Day Minimum. Tiffany Place, Anna Maria Island!
- 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 $250 per night (USD)VRBO
- From $257 per night (USD)
VRBO
Enjoy the best of Holmes Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Location, location, just a 7 minute walk and you will be on the beautiful beach enjoying the soft white sand and turquoi ...
From $257 per night (USD)VRBO
- From $848 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 $848 per night (USD)VRBO
- From $265 per night (USD)
VRBO
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)VRBO
- From $811 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 $811 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 $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
- 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 $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 $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
- Click For Pricing
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 ...
Click For PricingVRBO
- Click For Pricing
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 ...
Click For PricingVRBO
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Expedia
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 ...
Click For PricingExpedia
- 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 $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
- 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
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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 ...
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- 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
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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 ...
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- 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
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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 ...
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- 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 $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
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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 ...
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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 ...
Click For PricingVRBO
- 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 $287 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 $287 per night (USD)VRBO
- 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 $375 per night (USD)
VRBO
Key Lime Cottage by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Key Lime Cottage! This 2 bed/2 bath cottage features a private, heated pool in a gorgeous tropical setting cl ...
From $375 per night (USD)VRBO
- From $179 per night (USD)
VRBO
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 $179 per night (USD)VRBO
- From $192 per night (USD)
VRBO
Your Ultimate Beach Escape
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach Escape is a 2 bedroom/2 bathroom completely remodeled & updated property that is located 1/2 block away from the w ...
From $192 per night (USD)VRBO