Holmes Beach Rentals
- From $552 per night (USD)
VRBO
La Casa Costiera - Beachfront Condo w\/Gulf View - Pool - Jacuzzi - BBQ Area
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
La Casa Costiera is a luxuirous condo in the heart of Holmes Beach where the Mediterranean and the Gulf of Mexico meet. ...
From $552 per night (USD)VRBO
- From $488 per night (USD)
Expedia
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 $488 per night (USD)Expedia
- From $616 per night (USD)
VRBO
Poolside Cottage 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 $616 per night (USD)VRBO
- From $835 per night (USD)
Expedia
EV Charger, Portside Paradise by SeaBreeze Vacation
- Bedrooms:
- 7
- 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 $835 per night (USD)Expedia
- From $583 per night (USD)
VRBO
Home with Pool and Spa, tropical backyard! Near the beach - Feelin' Beachy
- Bedrooms:
- 5
- 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 $583 per night (USD)VRBO
- From $221 per night (USD)
Expedia
Best Value on Anna Maria Island, Heated Pool, 1.5 Blocks from Beach, Pets OK!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lower Duplex Home located steps from the Gulf of Mexico, this Beach Bungalow is perfect for couples and families alike.. ...
From $221 per night (USD)Expedia
- From $800 per night (USD)
VRBO
The Beach House - sleeps 6 guests in 3 bedrooms
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A wonderful property right on the beach offering stunning views of the ocean. The Beach House is situated on one of the ...
From $800 per night (USD)VRBO
- From $277 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 $277 per night (USD)Expedia
- From $342 per night (USD)
VRBO
Beach Walk: North Beach Village, Pool, Quick Walk to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
6250 Holmes Blvd. #31, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 2.5 Blocks to the Beach! 2 B ...
From $342 per night (USD)VRBO
- From $474 per night (USD)
Expedia
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 $474 per night (USD)Expedia
- From $472 per night (USD)
VRBO
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 ...
From $472 per night (USD)VRBO
- From $717 per night (USD)
Expedia
Beautiful home w\/ Heated Pool, Hot Tub, Putting Green⛳️. 2-minute walk to beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Maximize your outdoor experience in this 4 bedroom, 3.5 bath home located in the heart of Holmes Beach! Not only does th ...
From $717 per night (USD)Expedia
- From $279 per night (USD)
VRBO
ONE HOUSE TO THE BEACH - 2BR\/2BA House - Anna Maria Island - By Island Real Esta
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
DISCLOSURE!!: There is currently an ongoing disagreement regarding the beach access path on 78th Street. In the meantime ...
From $279 per night (USD)VRBO
- From $732 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 $732 per night (USD)Expedia
- From $754 per night (USD)
VRBO
One block off the beach! Waterslide and Rooftop deck!
- Bedrooms:
- 7
- Bathrooms:
- 4
- Sleeps:
- 8
Pineapple Paradise by AMI Locals Home in Holmes Beach, Florida VRC19-000039 Come and visit Pineapple Paradise! This ...
From $754 per night (USD)VRBO
- From $770 per night (USD)
Expedia
Perfect Family Vacation Home with Putting Green, Waterslide - Island Pearl Oasis
- Bedrooms:
- 7
- Bathrooms:
- 4
- Sleeps:
- 8
Island Pearl Oasis by AMI Locals Home in Holmes Beach, Florida VRC19-000119 Escape the everyday grind and head ...
From $770 per night (USD)Expedia
- From $296 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 $296 per night (USD)VRBO
- From $278 per night (USD)
Expedia
Island Serenity: North Beach Village, Dog Friendly, Short Walk to Beach by Anna Maria Life
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
6250 Holmes Blvd. #54, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 2.5 Blocks to the Beach! 3 Be ...
From $278 per night (USD)Expedia
- From $769 per night (USD)
VRBO
Beautiful Beach House with Pool and Rooftop Deck - Harbor Haven
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 14
Harbor Haven by AMI Locals Home in Holmes Beach, Florida VRC19-000118 Welcome to Harbor Haven! Stay, relax, and enj ...
From $769 per night (USD)VRBO
- From $437 per night (USD)
Expedia
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 $437 per night (USD)Expedia
- From $494 per night (USD)
VRBO
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 $494 per night (USD)VRBO
- From $443 per night (USD)
Expedia
STEPS TO THE BEACH WITH POOL! CAN BE RENTED AS A 4 BEDROOM!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Zebra Hut A: Quiet and quaint is this spectacular 2 Bedroom/1 Bath Duplex with a large HEATED POOL in a lush tropical la ...
From $443 per night (USD)Expedia
- From $443 per night (USD)
VRBO
STEPS TO THE BEACH WITH POOL! CAN BE RENTED AS A 4 BEDROOM!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Zebra Hut B: Quiet and quaint is this spectacular 2 Bedroom/1 Bath Duplex with a large HEATED POOL in a lush tropical la ...
From $443 per night (USD)VRBO
- From $494 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 $494 per night (USD)Expedia
- From $505 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 $505 per night (USD)VRBO
- From $387 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 $387 per night (USD)Expedia
- From $1042 per night (USD)
VRBO
Amazing waterfront home with pool and spa, close to beach!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Bayfront Paradise by AMI Locals Home in Holmes Beach, Florida VRC18-000090 Welcome to Bayfront Paradise, a truly s ...
From $1042 per night (USD)VRBO
- From $270 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 $270 per night (USD)Expedia
- From $301 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 $301 per night (USD)VRBO
- From $350 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 $350 per night (USD)Expedia
- From $417 per night (USD)
VRBO
4 Free Bikes for New Fall Stays Sep 3-Nov 16
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
FALL SPECIAL: 4 FREE bikes for reservations *booked after 8/20/24* for stays *arriving between 9/3/24 and 11/16/24*. (P ...
From $417 per night (USD)VRBO
- From $541 per night (USD)
Expedia
Duplex Near the Beach with Saltwater Pool with In-ground Spa - Blue Oasis East
- Bedrooms:
- 3
- 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 $541 per night (USD)Expedia
- From $459 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 $459 per night (USD)VRBO
- From $330 per night (USD)
Expedia
Castnetter Beach Resort 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our Holmes Beach property is located at Gulf Drive & 41st Street. Conveniently located at the (7) Acre Lifeguard protec ...
From $330 per night (USD)Expedia
- From $489 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 $489 per night (USD)VRBO
- From $336 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 $336 per night (USD)VRBO
- Click For Pricing
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 PricingVRBO
- From $643 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 $643 per night (USD)Expedia
- From $410 per night (USD)
VRBO
Sun and Surf in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
*VRC17-000028 - CITY OF HOLMES BEACH VACATION RENTAL ORDINANCE REQUIRES 7-NIGHT MINIMUM STAYS. THIS PROPERTY REQUIRES A ...
From $410 per night (USD)VRBO
- From $549 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 $549 per night (USD)Expedia
- From $741 per night (USD)
VRBO
Waterfront House on Anna Maria Island
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This beautiful family home has a completely private garden with a heated pool and breathtaking views of the Cortez Bridg ...
From $741 per night (USD)VRBO
- From $599 per night (USD)
Expedia
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 $599 per night (USD)Expedia
- From $635 per night (USD)
VRBO
Private Pool! Ping-Pong, Pool Table, Putt-Putt!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Stormalong Bay by Stormalong Bay by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 Welcome to Stormal ...
From $635 per night (USD)VRBO
- From $521 per night (USD)
Expedia
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 $521 per night (USD)Expedia
- From $1111 per night (USD)
VRBO
Luxury Home, Amazing Pool with Waterslide and Spa - Beach Haven
- Bedrooms:
- 8
- 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 $1111 per night (USD)VRBO
- From $511 per night (USD)
Expedia
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 $511 per night (USD)Expedia
- From $314 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 $314 per night (USD)VRBO
- From $492 per night (USD)
Expedia
Cozy Cabana East - Gorgeously Renovated w\/Heated Pool, Beach Gear, Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Cozy Cabana East! On Anna Maria Island (Holmes Beach, Florida) Renovated Pristine Home w/ Private Pool in Ho ...
From $492 per night (USD)Expedia
- From $696 per night (USD)
VRBO
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 $696 per night (USD)VRBO
- From $646 per night (USD)
Expedia
Beachfront Anna Maria Island Condo with Shared Pool & Direct Beach Access!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Paradise #5 by AMI Locals Condo in Holmes Beach, Florida Welcome to Island Paradise, a spacious 3-bedroom, 2-b ...
From $646 per night (USD)Expedia
- From $817 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 $817 per night (USD)VRBO
- From $759 per night (USD)
Expedia
Pool home with WATERSLIDE! Close to beach! Perfect for family vacation
- Bedrooms:
- 5
- 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 $759 per night (USD)Expedia
- From $1366 per night (USD)
VRBO
Luxury Beachfront Cottage with a Private Pool and Spa!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Beachfront Bungalow by Anna Maria Island Locals Home in Holmes Beach, FL Features: • Beachfront property with private ...
From $1366 per night (USD)VRBO
- From $492 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 $492 per night (USD)Expedia
- From $384 per night (USD)
VRBO
Island Dream by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Dream is a recently updated custom home nestled in the quiet residential area in the heart of Holmes Beach. Offer ...
From $384 per night (USD)VRBO
- From $667 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 $667 per night (USD)Expedia
- From $462 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 $462 per night (USD)VRBO
- From $146 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 $146 per night (USD)Expedia
- From $273 per night (USD)
VRBO
4 Free Bikes for New Fall Stays Sep 3-Nov 16
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
FALL SPECIAL: 4 FREE bikes for reservations *booked after 8/20/24* for stays *arriving between 9/3/24 and 11/16/24*. (P ...
From $273 per night (USD)VRBO
- From $492 per night (USD)
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 ...
From $492 per night (USD)Expedia
- From $450 per night (USD)
VRBO
Peacock Crossing by AMI Locals - NEWLY Remodeled! Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Peacock Crossing! This charming 3 Bedroom, 2 Bath is your island getaway oasis tucked away in a serene neigh ...
From $450 per night (USD)VRBO
- From $738 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 $738 per night (USD)Expedia
- From $218 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 $218 per night (USD)VRBO
- From $639 per night (USD)
Expedia
Summer Retreat-Rooftop deck with Gulf and Bay view private heated saltwater pool
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
At a Glance • Less than 2-minute walk to soft white powdery Manatee beach • Rooftop deck with both Gulf and Bay views ...
From $639 per night (USD)Expedia
- From $1220 per night (USD)
VRBO
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 $1220 per night (USD)VRBO
- From $1073 per night (USD)
Expedia
Summer Paradise-Rooftop deck and private heated pool\/spa
- Bedrooms:
- 7
- 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 $1073 per night (USD)Expedia
- From $888 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 $888 per night (USD)VRBO
- From $282 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 $282 per night (USD)Expedia
- From $253 per night (USD)
VRBO
Ground-floor home with fast WiFi, shared pool, & central AC - close to beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Villas, Condo 1A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $253 per night (USD)VRBO
- From $791 per night (USD)
Expedia
Perfect Family Vacation Home with Private Pool and Spa!
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 16
Surf View by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Pool with sundeck, spa, swim-up Tiki tabl ...
From $791 per night (USD)Expedia
- From $440 per night (USD)
VRBO
Brand New Home with Private Pool and Pool Table! - Palma Royale
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Palma Royale by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 Welcome to Palma Royale! This beauti ...
From $440 per night (USD)VRBO
- From $380 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 $380 per night (USD)Expedia
- From $320 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 $320 per night (USD)VRBO
- From $1170 per night (USD)
Expedia
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 $1170 per night (USD)Expedia
- From $1065 per night (USD)
VRBO
Private Tropical Oasis so close to BEACH with a great Pool and Spa!
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 16
Tropical Oasis by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Private pool with waterfall, hot tub ...
From $1065 per night (USD)VRBO
- From $677 per night (USD)
Expedia
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, 2.5 ...
From $677 per night (USD)Expedia
- From $738 per night (USD)
VRBO
Coastal Sunrise- Luxury 3 bedroom gulf front condo with stunning views with pool
- Bedrooms:
- 3
- 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 $738 per night (USD)VRBO
- From $850 per night (USD)
Expedia
Coastal Bliss- 2-Minute Walk (500 Feet) to the beach with private pool and spa
- Bedrooms:
- 6
- 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 $850 per night (USD)Expedia
- From $302 per night (USD)
VRBO
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 $302 per night (USD)VRBO
- From $340 per night (USD)
Expedia
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 $340 per night (USD)Expedia
- From $619 per night (USD)
VRBO
Big Family 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 tech husband! Pet friendly, lots of space and charm, gre ...
From $619 per night (USD)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $231 per night (USD)
VRBO
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 $231 per night (USD)VRBO
- From $217 per night (USD)
Expedia
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 $217 per night (USD)Expedia
- From $868 per night (USD)
VRBO
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 $868 per night (USD)VRBO
- From $249 per night (USD)
Expedia
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 $249 per night (USD)Expedia
- From $235 per night (USD)
VRBO
⚓3\/2.5 Private Canal Front Pool Home on AMI⚓Close To Beaches
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Location, Location (see map): There are seven miles of pristine, quartz sand beaches shimmering along our island and you ...
From $235 per night (USD)VRBO
- From $352 per night (USD)
Expedia
Sunrise Bay Unit B! Heated pool! Walk to beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $352 per night (USD)Expedia
- From $313 per night (USD)
VRBO
Beachside getaway! Adorable home with pool spa access! 5 min walk to beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $313 per night (USD)VRBO
- From $246 per night (USD)
Expedia
Updated Resort Retreat 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 $246 per night (USD)Expedia
- From $535 per night (USD)
VRBO
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 $535 per night (USD)VRBO
- From $133 per night (USD)
Expedia
Island Get Away
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This newly updated and furnished condo in Holmes Beach is a picturesque and luxurious two bedroom two bath bay front con ...
From $133 per night (USD)Expedia
- From $283 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 $283 per night (USD)VRBO
- From $351 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 $351 per night (USD)Expedia
- From $327 per night (USD)
VRBO
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 $327 per night (USD)VRBO
- From $339 per night (USD)
Expedia
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 $339 per night (USD)Expedia
- From $973 per night (USD)
VRBO
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 $973 per night (USD)VRBO
- From $408 per night (USD)
Expedia
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 $408 per night (USD)Expedia
- From $343 per night (USD)
VRBO
Two bedroom private heated pool and hot tub, on AMI- pet friendly!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Island Delight is a cozy 2 bedroom one bath duplex with a private heated saltwater pool and hot tub in the Seaside Garde ...
From $343 per night (USD)VRBO
- From $796 per night (USD)
Expedia
TIKI AMAZING BEACH FRONT VIEWS- Just Renovated December 2021
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC16-000568 The Tiki, located at 3214 Gulf Drive in Holmes Beach is a spectacular three bedroom, two bath home directl ...
From $796 per night (USD)Expedia