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 $346 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 $346 per night (USD)
VRBO
From $642 per night (USD)
Expedia
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 $642 per night (USD)
Expedia
From $386 per night (USD)
VRBO
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 $386 per night (USD)
VRBO
From $539 per night (USD)
Expedia
Beach Cottage! Beautiful Pool/Spa, Steps to sand, Fun Golf Cart.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This home is proudly managed by Beach Life Rentals & Sales on Anna Maria Island. We offer flexible booking options—send ...
From $539 per night (USD)
Expedia
From $307 per night (USD)
VRBO
Beach and Heated Pool at Nautilus 202
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC24-000057 Embrace the beach life at Pelican Place where every day feels like a holiday. This delightful and well app ...
From $307 per night (USD)
VRBO
From $777 per night (USD)
Expedia
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 $777 per night (USD)
Expedia
From $506 per night (USD)
VRBO
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 $506 per night (USD)
VRBO
From $373 per night (USD)
Expedia
Boat Dock - Come Sail A Bay by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to "Come Sail A Bay"! Bring your boat and gear because this newly renovated, charming single-level home boasts 3 ...
From $373 per night (USD)
Expedia
From $396 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 $396 per night (USD)
VRBO
From $193 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 $193 per night (USD)
VRBO
From $578 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 $578 per night (USD)
VRBO
From $447 per night (USD)
Expedia
Paradise Palms by Duncan Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome back to Paradise Palms! Paradise Palms has been totally renovated and remodeled. Casual and beachy ...
From $447 per night (USD)
Expedia
$Great location on Holmes Beach! 2 bdrm Condo \nSteps to the Beach! Heated pool!$
From $460 per night (USD)
VRBO
Great location on Holmes Beach! 2 bdrm Condo \nSteps 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 $460 per night (USD)
VRBO
From $656 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 $656 per night (USD)
Expedia
From $294 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 $294 per night (USD)
VRBO
From $136 per night (USD)
Expedia
Wonderful studio near the beautiful beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Shortboard Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $136 per night (USD)
Expedia
From $362 per night (USD)
VRBO
Island 🏝️ Escape on Private Street – 5 min Walk to Beach & Dining
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to this stunning beach house, just steps away from the sugary sand beaches of Anna Maria Island! This gem is not ...
From $362 per night (USD)
VRBO
From $508 per night (USD)
Expedia
Cheeky Chateau: Cozy Retreat with Pool, Steps to Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to your island getaway at the Cheeky Chateau in Holmes Beach! This cozy retreat on Anna Maria Island is your tic ...
From $508 per night (USD)
Expedia
From $276 per night (USD)
VRBO
Cottage near the Beach with Paddleboards and More! - A Lil' Nauti
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A Lil’ Nauti by Anna Maria Vacation Holmes Beach Waterfront Getaway with Paddle boards and Beach Gear VRC23-000061 We ...
From $276 per night (USD)
VRBO
From $649 per night (USD)
Expedia
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 $649 per night (USD)
Expedia
From $387 per night (USD)
VRBO
Sunday Funday managed by Beach Retreats FL Anna Maria Island
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Sunday Funday 517 42nd St Holmes Beach, FL 34217 2 Blocks to Beach Sunday Funday is fun and beachy 3 bedroom home locate ...
From $387 per night (USD)
VRBO
From $286 per night (USD)
Expedia
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 $286 per night (USD)
Expedia
From $246 per night (USD)
VRBO
Family/pet friendly less than a block to white sandy beaches. Trolley stop
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Inquire about renting its sister unit next door Coastal Retreat *Coastal Retreat on right side and Sunfish Bungalow on l ...
From $246 per night (USD)
VRBO
From $353 per night (USD)
Expedia
Island Beach Club 2 - Condo 2 Bedroom / 1.5 Bath ground level gulf front ,...
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Island Beach Club 2 - Condo 2 Bedroom / 1.5 Bath ground level gulf front , maximum occupancy of 4 people. Communit ...
From $353 per night (USD)
Expedia
From $447 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 $447 per night (USD)
VRBO
From $439 per night (USD)
Expedia
Charming Coastal Retreat with Private Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your dream getaway on Anna Maria Island! This charming coastal retreat offers the perfect blend of comfort an ...
From $439 per night (USD)
Expedia
From $314 per night (USD)
VRBO
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 $314 per night (USD)
VRBO
From $199 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 $199 per night (USD)
VRBO
From $593 per night (USD)
VRBO
~ BEACHFRONT ~ YES, THAT'S YOUR VIEW! ~ END OF SUMMER SPECIALS ~
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
We are pleased to announce that our Coconuts beachfront condo is open! We didn't have any damage to our unit from the re ...
From $593 per night (USD)
VRBO
From $335 per night (USD)
Expedia
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 Holmes Beach Beachside Retreat with Private Pool VRC18-000079 Welcome to Ariel's by ...
From $335 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Coastal Ground-Level Home with Private Pool! Steps from the Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
My Island Paradise by AMI Locals 203 75th St, Unit B (West), Holmes Beach, FL 34217 Welcome to My Island Paradise, a ...
From $297 per night (USD)
VRBO
From $398 per night (USD)
Expedia
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 $398 per night (USD)
Expedia
From $228 per night (USD)
VRBO
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 $228 per night (USD)
VRBO
From $580 per night (USD)
Expedia
Aqua Vista by Duncan Real Estate
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Aqua Vista! This beautiful, centrally located 4-bedroom, 3.5-bathroom pool home has 2,326 square feet ...
From $580 per night (USD)
Expedia
From $222 per night (USD)
VRBO
Beachside Pointe by A Shore Thing Vacations!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Beachside Pointe! This sparkling clean and bright 2 bedroom condo is close to the beach and in the heart of i ...
From $222 per night (USD)
VRBO
From $1092 per night (USD)
Expedia
Seaside Haven by Duncan Real Estate
Bedrooms:
3
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 $1092 per night (USD)
Expedia
From $332 per night (USD)
VRBO
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 $332 per night (USD)
VRBO
From $503 per night (USD)
Expedia
Family vacation on AMI w/pool 4BR, 2.5BA, 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 $503 per night (USD)
Expedia
From $329 per night (USD)
VRBO
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 $329 per night (USD)
VRBO
From $426 per night (USD)
Expedia
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 $426 per night (USD)
Expedia
From $272 per night (USD)
VRBO
Cozy retreat, steps away from Gulf and beaches, dog friendly, AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Gertie's Pineapple House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $272 per night (USD)
VRBO
Click For Pricing
Expedia
North Beach Village condo on Anna Maria Island one block to the beach and...
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Ready for an unforgettable island getaway? This 1 bedroom, 1 bath Duplex offers many comforts while being ...
Click For Pricing
Expedia
From $1939 per night (USD)
VRBO
The Palace! Rooftop Views, Pool, and Arcade Fun!
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
The Palace by Anna Maria Island Accommodations 303 56th St, Holmes Beach, FL 34217 Welcome to The Palace, an extraordi ...
From $1939 per night (USD)
VRBO
From $259 per night (USD)
Expedia
Relaxing retreat with pool, steps to the beach, AC and WIFI
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Gertie's Coconut House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $259 per night (USD)
Expedia
From $470 per night (USD)
VRBO
Beachfront Home, Heated Pool on AMI by Gulfcoast Holiday Homes
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Two-story townhome on Anna Maria Island, just a 2 minute walk from the pristine white sand beach. Enjoy a private pool, ...
From $470 per night (USD)
VRBO
From $296 per night (USD)
Expedia
Reese's Beach Retreat on beautiful Anna Maria Island
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your BEACH oasis, just steps away from some of the most world-renowned beaches on Anna Maria Island! This 3-b ...
From $296 per night (USD)
Expedia
From $668 per night (USD)
VRBO
Gigi & Poppy’s Paradise: Pool, Gulf Views, Walk to Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Gigi & Poppy's Paradise in Holmes Beach on Anna Maria Island! This comfortable 4-bedroom, 3-bathroom home is ...
From $668 per night (USD)
VRBO
From $1261 per night (USD)
Expedia
Pursuit of Paradise: Bayfront Oasis on Anna Maria Island with Pool & Private Doc
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Pursuit of Paradise by AMI Locals Home in Holmes Beach, Florida Welcome to Pursuit of Paradise, your ultimate family va ...
From $1261 per night (USD)
Expedia
From $410 per night (USD)
VRBO
Spacious Coastal Oasis: Enjoy Three King Beds & Room for Everyone!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our newest addition, Salt Cottage, located just 2 blocks from the Gulf beaches of Anna Maria Island! This cot ...
From $410 per night (USD)
VRBO
From $183 per night (USD)
Expedia
Beachy Butterfly! Poolside Holmes Beach Stay!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachy Butterfly by Anna Maria Vacations Holmes Beach Condo with Pool, Tennis, and Walk-to-Beach Access Welcome to B ...
From $183 per night (USD)
Expedia
From $239 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 $239 per night (USD)
VRBO
From $238 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 26 Seaside Ct, Holmes Beach, FL Welcome to Salty Soul, your family’s c ...
From $238 per night (USD)
Expedia
From $444 per night (USD)
VRBO
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 $444 per night (USD)
VRBO
From $372 per night (USD)
Expedia
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 $372 per night (USD)
Expedia
From $354 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 $354 per night (USD)
VRBO
From $776 per night (USD)
Expedia
Family-Friendly Waterfront Paradise!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Coral Castle by AMI Locals 203 N. Harbor Dr. Holmes Beach, Florida Welcome to Coral Castle, a luxurious waterfront r ...
From $776 per night (USD)
Expedia
Click For Pricing
VRBO
Marmalade Sky! Rooftop Views & Private Spa!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Marmalade Sky by Anna Maria Island Accommodations Luxury Coastal Retreat with Rooftop Deck and Spa Welcome to Marmal ...
Click For Pricing
VRBO
From $363 per night (USD)
Expedia
3 Bed and 3 Bath Condo: 6 min stroll to the beach with a rare view of the...
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
3 Bed and 3 Bath Condo: 6 min stroll to the beach with a rare view of the mangroves. VRC21-004876 ...
From $363 per night (USD)
Expedia
From $548 per night (USD)
VRBO
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 $548 per night (USD)
VRBO
From $544 per night (USD)
Expedia
Luxury Retreat for Sophisticated Travelers
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Escape to LaPlage Unit #3, a luxurious Gulf-front condo that offers sophisticated travelers a serene retreat on the pris ...
From $544 per night (USD)
Expedia
From $312 per night (USD)
VRBO
AMI 2 bedroom, Updated condo with pool in fantastic location!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Sunny Daze! This newly remodeled two bedroom two bath beautiful condo is located in the heart of Holmes Bea ...
From $312 per night (USD)
VRBO
From $455 per night (USD)
Expedia
Private Duplex! Minutes to the Beach, Shopping, Dining! - Key Lime Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Key Lime Cottage by Anna Maria Vacations Holmes Beach Private Pool Vacation Home VRC16-000746 Welcome to Key Lime Cot ...
From $455 per night (USD)
Expedia
From $468 per night (USD)
VRBO
La Casa Costiera-WAIVED ADMIN FEE for 60 days-Stunning views and top corner unit
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
La Casa Costiera 12 7324 Gulf Drive Unit 12, Holmes Beach, FL 34317 What you will love about this property: • Luxury c ...
From $468 per night (USD)
VRBO
$\Coastal Bliss at Westbay Cove\$
From $221 per night (USD)
Expedia
\"Coastal Bliss at Westbay Cove\"
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
"Coastal Bliss at Westbay Cove" A Retreat Tailored for Long-Term Stays in Paradise Welcome to Westbay Cove on Anna Mari ...
From $221 per night (USD)
Expedia
From $1124 per night (USD)
VRBO
Luum at the Shore-3 bedroom/2 bathroom Luxury Oasis on AMI
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Live well at Luum at The Shore! A Bali inspired retreat that ushers in serenity and well-being from your first breath. ...
From $1124 per night (USD)
VRBO
From $239 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 $239 per night (USD)
Expedia
From $609 per night (USD)
VRBO
While Away A & Swept Away B, Both sides together for larger groups.
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
While Away Sides A & Swept Away B: Spacious Beach Retreat for Larger Groups Welcome to While Away A & Swept Away B, the ...
From $609 per night (USD)
VRBO
From $342 per night (USD)
Expedia
While Away B, 2/2 with NEW private pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Swept Away B: Charming Island Retreat with Private Pool and EV Charger Welcome to Swept Away B, a cozy 2-bedroom, 2-bath ...
From $342 per night (USD)
Expedia
From $483 per night (USD)
VRBO
Luxury Beachfront Condo w/ Heated Pool, Hot Tub, Beach Gear & More
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
NOTE: Pool and hot tub will not be available from September 8th to September 28th, 2025. Spend a week in paradise at La ...
From $483 per night (USD)
VRBO
From $449 per night (USD)
Expedia
Griffins Island Getaway – AMI Coastal Luxury w/ Pool, Game Room, EV Charger, Near Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to Griffins Island Getaway! On Anna Maria Island (Holmes Beach, FL) Discover Griffins Island Getaway, Where AMI ...
From $449 per night (USD)
Expedia
From $923 per night (USD)
VRBO
ESCAPE to Salt Life Retreat!
Bedrooms:
7
Bathrooms:
7
Sleeps:
18
Highlights • ONE MINUTE walk to the beach! • Private pool with in-ground spa • Rooftop deck with clear views to the bea ...
From $923 per night (USD)
VRBO
From $267 per night (USD)
Expedia
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 Home in Holmes Beach, Florida Experience your slice of paradise at Kismet by the Sea, a ...
From $267 per night (USD)
Expedia
From $732 per night (USD)
VRBO
Golf Cart - Beachy Keen by SeaBreeze Vacation
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid ...
From $732 per night (USD)
VRBO
From $400 per night (USD)
Expedia
The Magic Dolphin B, great Holmes Beach location, steps to gulf beaches
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
The Magic Dolphin Unit A and B can be booked together for larger groups up to 8 people. Please call our office or use th ...
From $400 per night (USD)
Expedia
From $393 per night (USD)
VRBO
The Magic Dolphin A, great Holmes Beach location, steps to gulf beaches
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
The Magic Dolphin Unit A and B can be booked together for larger groups up to 8 people. Please call our office or use th ...
From $393 per night (USD)
VRBO
From $622 per night (USD)
Expedia
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 $622 per night (USD)
Expedia
From $1500 per night (USD)
VRBO
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 $1500 per night (USD)
VRBO
From $1912 per night (USD)
Expedia
Anna Maria Wave: Stunning Beachfront Home with Pool & Poker Room
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Anna Maria Wave by Anna Maria Island Accommodations 2806 Avenue E Holmes Beach, FL 34217 Escape to paradise in this stu ...
From $1912 per night (USD)
Expedia
From $718 per night (USD)
VRBO
End of Summer Deal - Beach! Spa, Pool, Games&More
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Located in the heart of Holmes Beach on Anna Maria Island, this 4-bedroom, 5.5-bath coastal getaway is your dream vacati ...
From $718 per night (USD)
VRBO
From $388 per night (USD)
Expedia
Gulf Place Unit 18 in Holmes Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Get ready for a relaxing beach getaway at Gulf Place 18! This three bedroom, two bath condo is a perfect choice when vis ...
From $388 per night (USD)
Expedia
From $231 per night (USD)
VRBO
Comfortable and relaxing with pool and just steps from the beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Gertie's Lime House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $231 per night (USD)
VRBO
From $817 per night (USD)
Expedia
Pink Pearl – Private Canal home in Key Royale, Heated Pool/Hot Tub and Dock avai
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Pink Pearl, your dream coastal retreat! This stylishly renovated one-story home combines tropical charm with ...
From $817 per night (USD)
Expedia
From $652 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 What you will love about this property: • Stunning v ...
From $652 per night (USD)
VRBO
From $467 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) Cozy Cabana West Is An AMI Pet Friendly Retre ...
From $467 per night (USD)
Expedia
From $484 per night (USD)
VRBO
Location! Location! Heated Saltwater Pool, Toys, Elevator, Walk to Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Shore to Please, an exquisite vacation home that perfectly blends luxury and comfort, offering an elevator fo ...
From $484 per night (USD)
VRBO
From $391 per night (USD)
Expedia
Crab Shack by A Shore Thing Vacations
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your dream Anna Maria Island getaway! This charming 2-bedroom, 3-bathroom beach house is just 2 blocks from t ...
From $391 per night (USD)
Expedia
From $490 per night (USD)
VRBO
Updated 3000sqft home, 8 person, with large heated pool, Privacy, Walk to BEACH
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Newly remodeled! Experience Anna Maria Island like a local in this very large charming single level home. Just a short ...
From $490 per night (USD)
VRBO
From $600 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 $600 per night (USD)
Expedia
From $359 per night (USD)
VRBO
Beach Escape, Heated Private Pool, 11-Foot Ceilings, 75-Inch TV, Modern Luxury
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Island Breeze your dream beach getaway on Anna Maria Island. Step into a bright, 3-bedroom, 2-bath home with ...
From $359 per night (USD)
VRBO
From $645 per night (USD)
Expedia
Beautiful Spacious 4 Bdrm 2nd floor Condo! Heated Pool and Steps to the beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Amazing location! Newly renovated - Steps to the Beach! Spacious 4 bedroom/2 bathroom - 2nd floor Condo accessible only ...
From $645 per night (USD)
Expedia
From $717 per night (USD)
VRBO
Luxury 3B3Ba Private Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Ah, the smell of salt and sand. There's no elixir on this blessed earth like it. Our luxury Anna Maria Island Townhome ...
From $717 per night (USD)
VRBO
$Low Rates for longer stays! Perfect Location! \nSteps to Beach!/Heated pool!$
From $274 per night (USD)
Expedia
Low Rates for longer stays! Perfect Location! \nSteps to Beach!/Heated pool!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Newly renovated & furnished! Steps to the Beach! 1 Bdrm 1 bath Condo - shared heated pool Island Life Suites is centra ...
From $274 per night (USD)
Expedia
From $958 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 $958 per night (USD)
VRBO
From $1125 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 ...
From $1125 per night (USD)
Expedia
From $433 per night (USD)
VRBO
NEW Coastal Luxury, so close to the beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Modern & comfortable 2-bedroom, 2-bathroom stay is a short couple minute walk to the white sand beach of Anna Maria Isla ...
From $433 per night (USD)
VRBO
From $407 per night (USD)
Expedia
Coconuts Beachfront #106: Ultimate Island Getaway with Beach Access and Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Coconuts Beachfront #106 by AMI Locals 100 73rd St Unit 106 - Holmes Beach, FL 34217 Welcome to Coconuts Beachfront #10 ...
From $407 per night (USD)
Expedia
From $696 per night (USD)
VRBO
TROPICAL TREEHOUSE - 6250
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Premier local manager, Destination Paradise welcomes you to “Tropical Treehouse” on Anna Maria Island… a cozy resort sty ...
From $696 per night (USD)
VRBO
From $735 per night (USD)
Expedia
One Of The Most Unique Homes in Anna Maria Island
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Property Summary Property Ref: AMI_5000R | Happy Place | 5601 Flotilla Dr, Holmes Beach, Fl *Minimum of 30 Nights Requi ...
From $735 per night (USD)
Expedia
From $624 per night (USD)
VRBO
Large pool home just steps from the Gulf, fully renovated, family friendly, WIFI
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
King Crab Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $624 per night (USD)
VRBO
From $623 per night (USD)
Expedia
Full complex perfect for families with private pool and just steps to the Gulf
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Gertie's Beach House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $623 per night (USD)
Expedia

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