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 $744 per night (USD)
VRBO
Warm, welcoming resort on prime beach area. comfortable and intimate
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Area Information Surrounded by the bustling tourist cities of Tampa, Orlando and Sarasota, you’re just a short drive awa ...
From $744 per night (USD)
VRBO
From $511 per night (USD)
Expedia
New Listing! Luxury 4BR Canal Home with Pool. Monthly Rental.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Royale Serenity! This 4BR/3BA spacious canal home with a large inground pool and spa is the perfect family g ...
From $511 per night (USD)
Expedia
From $313 per night (USD)
VRBO
Paradise - Steps to the Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Super location in the center of Holmes Beach! Park the car as you are just steps to the beautiful beach, fantastic resta ...
From $313 per night (USD)
VRBO
From $485 per night (USD)
VRBO
Tarpon House-Luxury 4/4 Home on Anna Maria Island
Bedrooms:
4
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 $485 per night (USD)
VRBO
From $260 per night (USD)
VRBO
Beautiful, Great location, Walk to everything, 2Bdrm 2Bdrm, Private,
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
- 7 min. walk to beach, beach chairs, umbrellas, towels, beach wagon provided - sleeps 4, 2 bedroom/2 bath, very privat ...
From $260 per night (USD)
VRBO
From $443 per night (USD)
Expedia
Sandpiper Villa! 3BR with Heated Pool, Balcony and Walk to Holmes Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sandpiper Villa by AMI Locals VRC23-000136 Welcome to Sandpiper Villa, a three bedroom, two bath vacation rental locat ...
From $443 per night (USD)
Expedia
From $540 per night (USD)
VRBO
Luxury Gulf-Front Condo w/ Balcony Views | 3BR/2BA | Pool | Beach Access | Sleeps 6 | Great Sunsets | Anna Maria Island
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience the ultimate beach getaway in this beautifully remodeled 3-bedroom, 2-bath Gulf-front condo on Anna Maria Isl ...
From $540 per night (USD)
VRBO
From $408 per night (USD)
Expedia
Gorgeous 1 Bed Condo! Beachside with Shared Pool, Near Shops!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Coconuts Poolside #115 by AMI Locals VRC16-000672 Welcome to Coconuts Poolside #115, a charming one-bedroom, one-ba ...
From $408 per night (USD)
Expedia
From $500 per night (USD)
VRBO
3 Bedroom, 2 Bath Ground Level with Heated Pool - Short walk to the beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to the Crab Shack with an open concept living area. The kitchen is fully furnished with microwave, toaster oven, ...
From $500 per night (USD)
VRBO
From $398 per night (USD)
Expedia
Barefoot Bliss by Beach Boutique Rentals
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Barefoot Bliss is a laid-back, ground-level retreat designed for easy island living, with an updated kitchen, refreshed ...
From $398 per night (USD)
Expedia
From $571 per night (USD)
VRBO
The Sweet Spot: Loaded with Games, Pool Side Lounge, Mini Golf
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
The Sweet Spot by Anna Maria Life Vacation Rentals 7402 Marina Drive, Holmes Beach, FL 34217 What You'll Love About Thi ...
From $571 per night (USD)
VRBO
From $667 per night (USD)
Expedia
Bubbles Up by Beach Boutique Rentals
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Your island escape awaits at this vacation paradise inspired by the laid-back vibes of a Jimmy Buffett melody. *Feature ...
From $667 per night (USD)
Expedia
From $523 per night (USD)
VRBO
Ocean Views - Spacious Unit with Bonus Loft & SwimSpa
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Private Hot Tub Direct Beach Access Amazing Ocean View Bonus Loft! Welcome to "A Wave From It All" – your perfect retre ...
From $523 per night (USD)
VRBO
From $258 per night (USD)
Expedia
2 Bedrooms with Hot Tub - Steps from Holmes Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to Castaway Cove, your relaxing home base on Anna Maria Island. Just steps from the beach and packed with everyt ...
From $258 per night (USD)
Expedia
From $244 per night (USD)
VRBO
2 Bedroom End Unit, Hot Tub, Parking, - Steps from the Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Steps From The Beach!! Shared Hot Tub! Private Parking Included! End Unit! Welcome to Dune Our Thing, your relaxing bea ...
From $244 per night (USD)
VRBO
From $420 per night (USD)
Expedia
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 $420 per night (USD)
Expedia
From $715 per night (USD)
VRBO
No R-Egrets:1 Block to Beach! Pool Game Room by Anna Maria Life Vacation Rentals
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
No R-Egrets by Anna Maria Life Vacation Rentals 127th 50th St, Holmes Beach, FL 34217 What You'll Love About This Home: ...
From $715 per night (USD)
VRBO
From $481 per night (USD)
Expedia
Beachfront, Breathtaking Gulfviews with Resort Pool and Spectacular Sunsets.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beachfront condo with stunning ocean views, manicured grounds and swaying palms. This lovely, recently renovated, end ...
From $481 per night (USD)
Expedia
From $381 per night (USD)
VRBO
Beautiful New Pool/Spa, Steps to Sand & Restaurants, Golf Cart Included
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Beach lovers, this updated cottage is just a 5‑minute walk to the sand and close to great restaurants and shops. Enjoy a ...
From $381 per night (USD)
VRBO
From $263 per night (USD)
Expedia
Pelican Place at The Nautilus · Tennis & Pickleball · Steps to Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC24-000057 2BR · 2BA · Sleeps 4 · Steps to Gulf · Two King Beds · Heated Pool · Tennis · Pickleball · Updated Kitchen ...
From $263 per night (USD)
Expedia
From $549 per night (USD)
VRBO
My Grand Floridian: Canal Front, Dock, Pool, Games by Anna Maria Life Vacation Rentals
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
My Grand Floridian by Anna Maria Life Vacation Rentals 207 N Harbor Dr, Holmes Beach, FL, 3427 What You'll Love About T ...
From $549 per night (USD)
VRBO
From $448 per night (USD)
Expedia
Elevator - Costa Lotta by SeaBreeze Vacation
Bedrooms:
3
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 per ...
From $448 per night (USD)
Expedia
From $387 per night (USD)
VRBO
Spacious Oasis - 3BR Pool Home - By Island Real Estate
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Spacious Oasis! Spacious Oasis is a Mediterranean style 3-bedroom, 3-bathroom pool home located just blocks a ...
From $387 per night (USD)
VRBO
From $181 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 $181 per night (USD)
VRBO
From $567 per night (USD)
VRBO
Day Dream: Pool, Spa, Waterslide, 1.5 Blocks to Beach by Anna Maria Life Vacation Rentals
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
207 77th St, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 1.5 Blocks to the Beach! 4 Bedrooms / 4 ...
From $567 per night (USD)
VRBO
From $458 per night (USD)
Expedia
Paradise Palms by Duncan Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Paradise Palms! Casual and beachy this three-bedroom duplex with a private, heated pool and close proximity ...
From $458 per night (USD)
Expedia
From $400 per night (USD)
VRBO
Great location on Holmes Beach! 2 bdrm Condo Steps to the Beach! Heated pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Newly Furnished and renovated! Steps to the Beach! 2 Bdrm 2 bath Condo - shared heated pool Island Life Suites is centr ...
From $400 per night (USD)
VRBO
From $563 per night (USD)
Expedia
My Big Fat Beach House: Putt-Putt, Ping Pong, Heated Pool, Hot Tub
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Escape to the sandy shores of Anna Maria Island and uncover the hidden gem that is "My Big Fat Beach House". This sprawl ...
From $563 per night (USD)
Expedia
From $261 per night (USD)
VRBO
Destination Relaxation
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Watch the world go by on AMI as you enjoy the sea breeze on your private front deck. Unwind in the hot tub after a day a ...
From $261 per night (USD)
VRBO
From $298 per night (USD)
Expedia
Island 🏝️ Escape on Private Street – 5 min Walk to Beach & Dining
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to this stunning beach house, just steps away from the sugary sand beaches of Anna Maria Island! This gem is not ...
From $298 per night (USD)
Expedia
From $446 per night (USD)
VRBO
Cheeky Chateau – 4BR Pool Home in Holmes Beach, Anna Maria Island, FL
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Cheeky Chateau, a 4-bedroom, 3-bathroom vacation rental in Holmes Beach on Anna Maria Island, featuring a pri ...
From $446 per night (USD)
VRBO
From $169 per night (USD)
Expedia
Cottage Near the Beach with Paddleboards and More! - A Lil' Nauti
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A Lil’ Nauti by Anna Maria Vacations Condo in Holmes Beach, Florida VRC23-000061 Welcome to A Lil’ Nauti, a charming gr ...
From $169 per night (USD)
Expedia
From $587 per night (USD)
VRBO
Octopus Cottage: 1.5 Blocks to Beach, Pool & Spa by Anna Maria Life Vacation Rentals
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Octopus Cottage by Anna Maria Life Vacation Rentals 209 69th St, Holmes Beach, FL 34217 What You'll Love About This Hom ...
From $587 per night (USD)
VRBO
From $367 per night (USD)
Expedia
Sunday Funday managed by Beach Retreats FL Anna Maria Island
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
🌞 Sunday Funday – Your Perfect Beachside Getaway on Anna Maria Island 📍517 42nd St, Holmes Beach, FL 34217 🪪 VRC22-00 ...
From $367 per night (USD)
Expedia
From $301 per night (USD)
VRBO
7310 Holmes - Duplex 1 Bedroom / 1 Bath , maximum occupancy of 4 people.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
7310 Holmes Boulevard, Unit B - Anna Maria Island - Duplex - 1 Bedroom / 1 Bath, maximum occupancy of 4 people. Vrc16-00 ...
From $301 per night (USD)
VRBO
From $223 per night (USD)
Expedia
Anna Maria's Dream: Ground level, close to everything!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
***Photos Updated July 2025*** Welcome to Anna Maria's Dream, your perfect getaway on beautiful Anna Maria Island. This ...
From $223 per night (USD)
Expedia
From $531 per night (USD)
VRBO
Splash of Lime by Duncan Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Splash of Lime! This stunning, 3-bedroom, 2-bathroom pool home has 1,438 square feet of elevated living space ...
From $531 per night (USD)
VRBO
From $369 per night (USD)
Expedia
Beachfront..Island Beach Club - Gorgeous First Floor 2 Bed, 2 bath with Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy this newly Updated, Spacious First Floor Condo located on the beach. You have private beach access and a beautifu ...
From $369 per night (USD)
Expedia
From $211 per night (USD)
VRBO
White Pelican - 1000 Feet to the Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to The White Pelican, your charming retreat on Anna Maria Island! Nestled just 1000 feet from the pristine sands ...
From $211 per night (USD)
VRBO
From $746 per night (USD)
Expedia
Beachfront Paradise 110 ~ Yes, That'S Your View! ~ Specials ~
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beachfront Paradise 110 is a beautiful Beachfront 1 bedroom retreat located directly on the Gulf of Mexico! This welcomi ...
From $746 per night (USD)
Expedia
From $346 per night (USD)
VRBO
Family Home with Private Pool, 3 mins from Beach! - Ariel's by the Sea
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Ariel’s by the Sea by AMI Locals VRC18-000079 Welcome to Ariel's by the Sea, a luxury ground-level vacation home just ...
From $346 per night (USD)
VRBO
From $339 per night (USD)
Expedia
Coastal Ground-Level Home with Private Pool! Steps from the Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
My Island Paradise by AMI Locals Welcome to My Island Paradise, a charming 3-bedroom, 2-bathroom ground-level vacation ...
From $339 per night (USD)
Expedia
From $451 per night (USD)
VRBO
North Beach Paradise by Duncan Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to North Beach Paradise - a 3BD/2BA Key West, Island style townhouse on Holmes Beach! It's located in a quiet a ...
From $451 per night (USD)
VRBO
From $214 per night (USD)
Expedia
Pelican Paradise by A Shore Thing Vacations!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Pelican Paradise! This 2 bedroom condo is close to the beach and in the heart of it all. 🏡 Property Highlig ...
From $214 per night (USD)
Expedia
From $584 per night (USD)
VRBO
Aqua Vista by Duncan Real Estate
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Aqua Vista! This beautiful, centrally located 4-bedroom, 3.5-bathroom pool home has 2,326 square feet of elev ...
From $584 per night (USD)
VRBO
From $258 per night (USD)
Expedia
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 $258 per night (USD)
Expedia
From $1227 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 $1227 per night (USD)
VRBO
From $409 per night (USD)
Expedia
Americana AMI Lighthouse 3BR w/pool + rooftop deck
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Lighthouse by AMIBeachClub Discover this unique lighthouse vacation rental w/private pool on Anna Maria Island. The ...
From $409 per night (USD)
Expedia
From $402 per night (USD)
VRBO
Family vacation on AMI w/pool 4BR, 2.5BA, up to 8 guests
Bedrooms:
2
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 $402 per night (USD)
VRBO
From $220 per night (USD)
Expedia
Beach Escape By Coastal Chic Vacations
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Beach Escape, a beautifully remodeled 2-bedroom, 2-bathroom haven just 1/2 block from the pristine white sand ...
From $220 per night (USD)
Expedia
From $348 per night (USD)
VRBO
Tipsy Turtle: 2 Houses to Beach, Pool by Anna Maria Life Vacation Rentals
Bedrooms:
2
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 $348 per night (USD)
VRBO
From $172 per night (USD)
Expedia
North Beach Village condo on Anna Maria Island one block to the beach and heated pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Ready for an unforgettable island getaway? This 1 bedroom, 1 bath Duplex offers many comforts while being close to Gulf ...
From $172 per night (USD)
Expedia
From $352 per night (USD)
VRBO
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 $352 per night (USD)
VRBO
From $464 per night (USD)
Expedia
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 $464 per night (USD)
Expedia
From $372 per night (USD)
VRBO
Spacious Coastal Oasis: Enjoy Three King Beds & Room for Everyone!
Bedrooms:
2
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 $372 per night (USD)
VRBO
From $156 per night (USD)
Expedia
Beachy Butterfly! Poolside Holmes Beach Stay!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachy Butterfly by Anna Maria Vacations Condo in Holmes Beach, Florida VRC24-000089 Welcome to Beachy Butterfly, a c ...
From $156 per night (USD)
Expedia
From $260 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 $260 per night (USD)
VRBO
From $241 per night (USD)
Expedia
Canal-Front Home with Dock and Walk to Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Salty Soul by Anna Maria Island Accommodations Welcome to Salty Soul, your family’s canal-front island escape located ...
From $241 per night (USD)
Expedia
From $266 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 $266 per night (USD)
VRBO
From $437 per night (USD)
Expedia
Pool, Bikes & BBQ Included! 2min to Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Top Reasons to Book The Cranes Nest: - Prime Holmes Beach Location on Anna Maria Island - 3 Bedrooms · 3 Bathrooms · 3 S ...
From $437 per night (USD)
Expedia
From $365 per night (USD)
VRBO
AMI's Salty Breeze: 5-min walk to Beach, community pool, relaxing decor
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to AMI's Salty Breeze, your perfect central getaway on Anna Maria Island! This 3-bedroom, 2-bathroom townhouse i ...
From $365 per night (USD)
VRBO
From $395 per night (USD)
VRBO
Eileen's House- One house from the Beach.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your cozy getaway awaits in Holmes Beach at this fabulous house. With 2 bedrooms featuring a king bed and a full bed, al ...
From $395 per night (USD)
VRBO
From $1428 per night (USD)
VRBO
Family-Friendly Waterfront Paradise!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Coral Castle by AMI Locals VRC16-000158 Welcome to Coral Castle, a luxurious waterfront retreat in the heart of Anna M ...
From $1428 per night (USD)
VRBO
From $514 per night (USD)
Expedia
Hav'Anna Daydreamin': Pool, 1 Block to Beach by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hav'Anna Daydreamin' by Anna Maria Life Vacation Rentals 204 Archer Way, Anna Maria, FL 34216 What You'll Love About Th ...
From $514 per night (USD)
Expedia
From $459 per night (USD)
VRBO
LaPlage 3 · Beachfront · Pool · Elevator
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
VRC24-000103 3BR · 3BA · Sleeps 6 · Direct Beachfront · Elevator · Pool & Gulf Balcony · Two King Beds · Twin Room · Gr ...
From $459 per night (USD)
VRBO
From $296 per night (USD)
Expedia
AMI Beach Days & Island Nights with a pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Property Highlights • Walk to the beach, restaurants & shopping • 2 Bedrooms | 2 Bathrooms | Sleeps 6 • King primary ...
From $296 per night (USD)
Expedia
From $123 per night (USD)
VRBO
Cozy Vacation Rental in a great location
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Property Summary Property Ref: AMI_5001R | Happy Place | 5601 Flotilla Dr, Holmes Beach, Fl Highlights 7-minute walk t ...
From $123 per night (USD)
VRBO
From $221 per night (USD)
Expedia
Island Delight: Pool Spa Dog Friendly by Anna Maria Life Vacation Rentals
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Island Delight by Anna Maria Life Vacation Rentals 424 62nd St, Holmes Beach, FL 34217 What You'll Love About This Home ...
From $221 per night (USD)
Expedia
From $323 per night (USD)
VRBO
Swept Away B · EV Charger · Fenced Pool · Renovated 2025
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
VRC25-000116 2BR · 2BA · Sleeps 6 · Private Fenced Heated Pool · EV Charger Included · 2025 Renovation · 6-Min Walk to ...
From $323 per night (USD)
VRBO
From $466 per night (USD)
Expedia
La Casa AMI Beachside-Beachfront Condo w/ Heated Pool, Hot tub & Garage Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spend a week in paradise at La Casa Costiera, one of Anna Maria Island’s most exclusive beachfront communities. This spa ...
From $466 per night (USD)
Expedia
From $233 per night (USD)
VRBO
Experience Kismet by the Sea: Chic Holmes Beach Rental with Shared Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Kismet by the Sea by AMI Locals Experience your perfect island escape at Kismet by the Sea, a charming three-bedroom, ...
From $233 per night (USD)
VRBO
From $786 per night (USD)
Expedia
Golf Cart - Beachy Keen by SeaBreeze Vacation
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! Welcome to Beachy Keen, your dream getaway on beautiful Anna Maria ...
From $786 per night (USD)
Expedia
From $451 per night (USD)
VRBO
The Magic Dolphin B, great Holmes Beach location, steps to gulf beaches
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Vrc16-000681 The Magic Dolphin Unit A and B can be booked together for larger groups up to 8 people. Please call our of ...
From $451 per night (USD)
VRBO
From $451 per night (USD)
Expedia
The Magic Dolphin A, great Holmes Beach location, steps to gulf beaches
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Vrc16-000680 The Magic Dolphin Unit A and B can be booked together for larger groups up to 8 people. Please call our of ...
From $451 per night (USD)
Expedia
From $846 per night (USD)
VRBO
Cocktails and Dreams by Beach Boutique Rentals
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Escape to Cocktails and Dreams, a stylish island retreat with a private pool, spa, and a prime location just moments fro ...
From $846 per night (USD)
VRBO
From $1208 per night (USD)
Expedia
2 Min Walk to Beach, Bikes, Paddleboards, Heated Pool, Hot Tub, Fireplace
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
We invite you to discover an elevated escape to Anna Maria Island at our brand new luxury home Royal Palms. Located only ...
From $1208 per night (USD)
Expedia
From $1158 per night (USD)
VRBO
Anna Maria Wave: Stunning Beachfront Home with Pool and Poker Room
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Anna Maria Wave by Anna Maria Island Accommodations Welcome to Anna Maria Wave by Anna Maria Island Accommodations, a ...
From $1158 per night (USD)
VRBO
From $518 per night (USD)
Expedia
AMI Beachfront Condo Gulf Views, Heated Pool, 3BR at Gulf Place Great Sunsets!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience the ultimate coastal retreat at Gulf Place 18, a beautifully appointed three-bedroom, two-bath condominium on ...
From $518 per night (USD)
Expedia
From $636 per night (USD)
VRBO
A Villa by the Sea - L'Plage #4 - 3-bedroom Beachfront condo
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
A Villa by the Sea - L'Plage #4 6404 Gulf Drive, Holmes Beach 34217 VRC19-000240 What you will love about this property: ...
From $636 per night (USD)
VRBO
From $421 per night (USD)
Expedia
Cozy Cabana West – AMI Pet Friendly Bungalow w/ Heated Pool & Walk to Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Cozy Cabana West! On Anna Maria Island (Holmes Beach, Florida) Where slow mornings and quiet evenings meet t ...
From $421 per night (USD)
Expedia
From $512 per night (USD)
VRBO
La Isla Bonita by Coastal Chic Vacations
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to La Isla Bonita! - Steps to Anna Maria Island's powdery-white sandy beaches - Private heated pool, ping pong ...
From $512 per night (USD)
VRBO
From $472 per night (USD)
Expedia
Location! Family Friendly, Pool, Elevator, Close to Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to your Holmes Beach getaway in the heart of Anna Maria Island. This bright, modern home offers a clean, comfort ...
From $472 per night (USD)
Expedia
From $432 per night (USD)
VRBO
Spacious 3,000+ resort style home •Huge lagoon pool, hot tub -Room for everyone🌴
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your perfect Anna Maria Island getaway. This beautifully remodeled, SPACIOUS single-level coastal home is des ...
From $432 per night (USD)
VRBO
From $808 per night (USD)
Expedia
Playa Palma Private Pool Home 4 Minute Walk to Holmes Beach on AMI
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover this lovely 3-bedroom gem in Holmes Beach. Relax pool side in lush landscaping at our home just 1.5 blocks from ...
From $808 per night (USD)
Expedia
From $724 per night (USD)
VRBO
Sea Haven:Family home steps to beach, pool, hot tub, Foosball, putting green!
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Photos Updated March 2025! Welcome to Sea Haven, a spacious and inviting 5-bedroom, 4.5-bathroom home just three houses ...
From $724 per night (USD)
VRBO
From $1090 per night (USD)
Expedia
Tiki By The Sea by Duncan Real Estate
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to Tiki by the Sea! This beautiful, centrally located 5-bedroom, 3-bathroom pool home has 1,921 under A/C square ...
From $1090 per night (USD)
Expedia
From $461 per night (USD)
VRBO
One Of The Most Unique Homes in Anna Maria Island
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Property Summary Property Ref: AMI_5002R | Happy Place | 5601 Flotilla Dr, Holmes Beach, Fl *Minimum of 30 Nights Requi ...
From $461 per night (USD)
VRBO
From $479 per night (USD)
VRBO
Ideal Island-style townhome only 460 steps to WOW of a beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience the ultimate island getaway in a charming rental property that offers everything you need for a relaxing beac ...
From $479 per night (USD)
VRBO
From $353 per night (USD)
VRBO
Island Time - 2 Minute Walk To The Beach & Heated Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Two bedroom two bathroom condo just steps to the beach! The living and dining areas open on to a screened lanai with po ...
From $353 per night (USD)
VRBO
From $404 per night (USD)
Expedia
Best Little Beach House on Anna Maria Island! With a pool & steps to the beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This is the Best Little Beach House on Anna Maria Island...with a pool. Make yourself at home in this welcoming 1-bedro ...
From $404 per night (USD)
Expedia
From $249 per night (USD)
VRBO
⚓Hidden Treasure Unit A! Heated Pool just 200 steps to the beach!⚓
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to Hidden Treasure Unit A! VRC18-000124 ⚓ .1 Miles to Holmes Beach ...
From $249 per night (USD)
VRBO
From $235 per night (USD)
Expedia
⚓Hidden Treasure Unit B! Heated Pool just 200 steps to the beach!⚓
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to Hidden Treasure Unit B! VRC25-000106 ⚓ .1 Miles to Holmes Beach ⚓ Shared Heated Pool ⚓Walk to Manatee ...
From $235 per night (USD)
Expedia
From $533 per night (USD)
VRBO
Surfer's Dream- 4 bedroom close to beach, pool and spa with rooftop
Bedrooms:
6
Bathrooms:
4
Sleeps:
8
Surfer’s Dream 212 72nd Street, Holmes Beach, FL 34217 VRC19-000029 What you will love about this property: • Luxury hom ...
From $533 per night (USD)
VRBO
Click For Pricing
Expedia
Luxury Beach Home•Steps to Beach•Excellent Location•Sunsets
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Experience Anna Maria Island at 203 By The Sea. Just a block from the beach, this beautifully designed home offers the p ...
Click For Pricing
Expedia
From $1627 per night (USD)
VRBO
Swanky Bubbles- Luxury 9 bedroom close to beach with views, pool and spa!!!
Bedrooms:
10
Bathrooms:
9
Sleeps:
18
Swanky Bubbles 6506 Gulf Drive, Holmes Beach, FL 3421 VRC22-000202 What you will love about this property: • Luxury home ...
From $1627 per night (USD)
VRBO
From $397 per night (USD)
Expedia
3 Blocks to Beach ☀️ Game room, cabana bar + family fun
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Just 3 blocks to the beach & steps to the canals! Bring the whole crew to this bright & breezy 3-bed, 3 bath beach house ...
From $397 per night (USD)
Expedia
From $325 per night (USD)
VRBO
⚓Mermaid Sunset! Coastal beach home w/pool 200 steps to beach!⚓
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Mermaid Sunset! VRC16-000276 ⚓Private Heated Pool/ Spa ⚓200 steps to Holmes Beach ⚓Beach Chairs & Wagon Ava ...
From $325 per night (USD)
VRBO
From $515 per night (USD)
Expedia
Fanta Sea | Pool, Hot Tub, Game Room & 7 Minute Walk to the Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Get ready for laid-back luxury! This fun and breezy 4-bedroom, 2.5-bath Holmes Beach retreat has everything you need for ...
From $515 per night (USD)
Expedia
From $1054 per night (USD)
VRBO
Blue Oasis Retreat: 2 Pools & Spas | 5-Min Walk to Beach | Sleeps 12
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Blue Oasis Retreat by AMI Locals VRC18-000117 Welcome to Blue Oasis Retreat, a gorgeous duplex just a five-minute str ...
From $1054 per night (USD)
VRBO
From $1116 per night (USD)
Expedia
Two Houses from Beach! Rooftop, Pool & Game Room
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Salty Margarita by AMI Locals Welcome to Salty Margarita, a stunning three-level coastal retreat just two houses from t ...
From $1116 per night (USD)
Expedia

Search Your Destination Now!

Holmes Beach Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals