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 $234 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 $234 per night (USD)
VRBO
From $563 per night (USD)
Expedia
~ WE ARE OPEN ~ BEACHFRONT ~ YES THAT'S YOUR VIEW! ~
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 $563 per night (USD)
Expedia
From $501 per night (USD)
VRBO
Family Pool Home 5 mins from Beach - Ariel's by the Sea
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Ariel’s by the Sea by AMI Locals Home in Holmes Beach, FL 34217 VRC18-000079 Ariel’s by the Sea is a ground-level hom ...
From $501 per night (USD)
VRBO
From $436 per night (USD)
Expedia
Short Walk to Beach, Pool! - My Island Paradise
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
My Island Paradise by AMI Locals 203 75th St, Unit B (West) Holmes Beach, FL 34217 Your beach escape awaits at My I ...
From $436 per night (USD)
Expedia
From $936 per night (USD)
VRBO
Close to Beach, Private Pool, Dog Friendly - Serenity Point
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Serenity Point by Anna Maria Island Accommodations 7700 Marina Dr. Holmes Beach, Florida Welcome to Serenity Point, ne ...
From $936 per night (USD)
VRBO
From $403 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 $403 per night (USD)
Expedia
From $642 per night (USD)
VRBO
Rest Assured - Ground Level Pool Home - By Island Real Estate
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to your coastal retreat on Holmes Beach, where sun-soaked days and balmy nights await! This charming three-bedro ...
From $642 per night (USD)
VRBO
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Expedia
Both sides of private duplex - 1 block to Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Idyllic 3 Bedroom Beach Cottage just 1 block to the beach! Room for your family or group of friends to stay together but ...
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Expedia
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VRBO
Charming 2 Bedroom Cottage 1 block to Beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Blu Idyll Cottage, an idyllic coastal escape nestled in the heart of holmes Beach! This charming cottage offe ...
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VRBO
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Expedia
Cozy 1 Bedroom Beach Cottage - Steps to the Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
One bedroom efficiency suite just 1 block to the beach! 🏡 Property Highlights: ✨Access to heated community pool ✨1 be ...
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Expedia
From $245 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 $245 per night (USD)
VRBO
From $757 per night (USD)
Expedia
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 ...
From $757 per night (USD)
Expedia
From $267 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 $267 per night (USD)
VRBO
From $1212 per night (USD)
Expedia
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 $1212 per night (USD)
Expedia
$Americana AMI Lighthouse 3BR w\/pool + rooftop deck$
From $671 per night (USD)
VRBO
Americana AMI Lighthouse 3BR w\/pool + rooftop deck
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The Lighthouse by AMIBeachClub Discover this unique lighthouse vacation rental w/private pool on Anna Maria Island. The ...
From $671 per night (USD)
VRBO
$Family vacation on AMI w\/pool 4BR, 2.5BA, 8 guests$
From $403 per night (USD)
Expedia
Family vacation on AMI w\/pool 4BR, 2.5BA, 8 guests
Bedrooms:
3
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 $403 per night (USD)
Expedia
From $440 per night (USD)
VRBO
Beach Escape: Your Ideal Island Retreat!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Beach Escape, a beautifully remodeled 2-bedroom, 2-bathroom haven just 1/2 block from the pristine white sand ...
From $440 per night (USD)
VRBO
From $786 per night (USD)
VRBO
Anna Maria Island Blue Bella Bliss - Private Heated Pool
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most ...
From $786 per night (USD)
VRBO
From $618 per night (USD)
VRBO
B100 step to the sugar sand gulf front view & pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
You’ll love it because of the views, the kitchen, the comfy king beds, the coziness & the beautiful pool/jacuzzi. My pla ...
From $618 per night (USD)
VRBO
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Expedia
Poinciana Retreat - 3BR, 3BA pool home on Holmes Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Welcome to Poinciana Retreat! Lovely, ground level, three bedroom, three bath home with two screened patios and a wonder ...
Click For Pricing
Expedia
From $548 per night (USD)
VRBO
Tipsy Turtle: 2 Houses to Beach, Pool by Anna Maria Life Vacation Rentals
Bedrooms:
3
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 $548 per night (USD)
VRBO
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Expedia
Family-Friendly Retreat with Pool & Game Room - Rollin' with the Waves
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Rollin' with the Waves by Anna Maria Island Accommodations Home in Holmes Beach, Florida Welcome to Rollin' with the ...
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Expedia
From $279 per night (USD)
VRBO
Cozy retreat, steps away from Gulf and beaches, dog friendly, AC
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Gertie's Pineapple House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $279 per night (USD)
VRBO
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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 ...
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Expedia
From $2701 per night (USD)
VRBO
Exquisite 7BR, 7.5BA Home - Steps to the Beach! Stay at The Palace!
Bedrooms:
8
Bathrooms:
8
Sleeps:
14
The Palace by Anna Maria Island Accommodations 303 56th St Holmes Beach, Florida Welcome to The Palace! This extraord ...
From $2701 per night (USD)
VRBO
From $187 per night (USD)
Expedia
Bayside Breeze: Cozy Condo with Pool Views & Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Bayside Breeze, Your Perfect Getaway on Anna Maria Island! Escape to paradise in our charming 2-bedroom, 2-b ...
From $187 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Relaxing retreat with pool, steps to the beach, AC and WIFI
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Gertie's Coconut House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $288 per night (USD)
VRBO
From $401 per night (USD)
Expedia
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 $401 per night (USD)
Expedia
From $436 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 $436 per night (USD)
VRBO
From $748 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 $748 per night (USD)
Expedia
From $1545 per night (USD)
VRBO
Pursuit of Paradise: Bayfront Oasis on Anna Maria Island with Pool & Private Doc
Bedrooms:
5
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 $1545 per night (USD)
VRBO
From $640 per night (USD)
Expedia
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 $640 per night (USD)
Expedia
From $225 per night (USD)
VRBO
Discover Beachy Butterfly: Monthly Stay, Pool Access, Near Beaches & Dining!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachy Butterfly by Anna Maria Vacations Condo in Holmes Beach, Florida Welcome to Beachy Butterfly! This refreshed 2 ...
From $225 per night (USD)
VRBO
From $256 per night (USD)
Expedia
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 $256 per night (USD)
Expedia
From $529 per night (USD)
VRBO
A100 STEP TO THE SUGAR SAND GULF FRONT VIEW & POOL
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
You’ll love it because of the views, the fully loaded kitchen, the comfy king size bed, brand new pool.My place is good ...
From $529 per night (USD)
VRBO
From $316 per night (USD)
Expedia
Enjoy Salty Soul: Canal Front Family Retreat with Kayaks on Anna Maria Island!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Salty Soul by Anna Maria Island Accommodations Home in Holmes Beach, Florida Welcome to Salty Soul, the ideal family g ...
From $316 per night (USD)
Expedia
From $274 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 $274 per night (USD)
VRBO
From $502 per night (USD)
Expedia
Pool, Bikes & BBQ Included! 2min to Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Discover your ideal coastal retreat at "The Cranes Nest", a charming 3 bedroom, 3 bathroom, 3 story single family home l ...
From $502 per night (USD)
Expedia
From $370 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 $370 per night (USD)
VRBO
From $1006 per night (USD)
Expedia
Anna Maria Island Family-Friendly Waterfront Paradise with Pool!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Coral Castle by AMI Locals Home in Holmes Beach, Florida Welcome to Coral Castle, your enchanting waterfront escape ...
From $1006 per night (USD)
Expedia
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VRBO
Luxury Pool Home: 5 Minutes to the Beach on Anna Maria Island
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
Summer Retreat by AMI Locals Home in Holmes Beach, FL 34217 Experience the Summer Retreat! This luxurious three-story ...
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VRBO
From $893 per night (USD)
Expedia
Experience Luxury at Marmalade Sky - Pool, Rooftop Deck, 6 Mins to Beach!
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Marmalade Sky by Anna Maria Island Accommodations Home in Holmes Beach, Florida Welcome to Marmalade Sky, a luxurious ...
From $893 per night (USD)
Expedia
From $386 per night (USD)
VRBO
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 $386 per night (USD)
VRBO
From $651 per night (USD)
Expedia
Hav'Anna Daydreamin': Pool, 1 Block to Beach by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
4
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 $651 per night (USD)
Expedia
From $893 per night (USD)
VRBO
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 $893 per night (USD)
VRBO
From $309 per night (USD)
Expedia
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 $309 per night (USD)
Expedia
From $167 per night (USD)
VRBO
Cozy Vacation Rental in a great location
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Property Summary Property Ref: AMI_5001R | Happy Place | 5601 Flotilla Dr, Holmes Beach, Fl Highlights 7-minute walk t ...
From $167 per night (USD)
VRBO
From $581 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 Home in Holmes Beach, Fl. 34217 VRC16-000746 Welcome to Key Lime Cottage! T ...
From $581 per night (USD)
Expedia
From $600 per night (USD)
VRBO
La Casa Costiera 12- 3 bedroom beachfront condo
Bedrooms:
3
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 con ...
From $600 per night (USD)
VRBO
$\Coastal Bliss at Westbay Cove\$
From $113 per night (USD)
Expedia
\"Coastal Bliss at Westbay Cove\"
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
"Coastal Bliss at Westbay Cove" A Retreat Tailored for Long-Term Stays in Paradise Welcome to Westbay Cove on Anna Mari ...
From $113 per night (USD)
Expedia
$Luum at the Shore-3 bedroom\/2 bathroom Luxury Oasis on AMI$
From $1025 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 $1025 per night (USD)
VRBO
From $374 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 $374 per night (USD)
Expedia
From $1060 per night (USD)
VRBO
While Away A & Swept Away B, Both sides together for larger groups.
Bedrooms:
4
Bathrooms:
6
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 $1060 per night (USD)
VRBO
$While Away B, 2\/2 with NEW private pool!$
From $445 per night (USD)
Expedia
While Away B, 2\/2 with NEW private pool!
Bedrooms:
2
Bathrooms:
3
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 $445 per night (USD)
Expedia
$Beachfront Condo w\/ Heated Pool, Hot Tub, Beach Gear & Unforgettable Sunsets$
From $629 per night (USD)
VRBO
Beachfront Condo w\/ Heated Pool, Hot Tub, Beach Gear & Unforgettable Sunsets
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
NOTE: The elevator at this property are currently not available. Imagine waking up every morning to Florida weather an ...
From $629 per night (USD)
VRBO
From $626 per night (USD)
Expedia
Griffins Island Getaway - Coastal Luxury, Private Pool, Game Room, EV Charger, Steps to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Griffins Island Getaway! On Anna Maria Island (Holmes Beach, FL) Coastal Luxury with a Private Heated Pool, ...
From $626 per night (USD)
Expedia
From $1019 per night (USD)
VRBO
ESCAPE to Salt Life Retreat!
Bedrooms:
8
Bathrooms:
7
Sleeps:
18
Highlights • ONE MINUTE walk to the private beach! • Private pool with in-ground spa • Rooftop deck with clear views to ...
From $1019 per night (USD)
VRBO
From $402 per night (USD)
VRBO
Coastal Boho Escape! 2-bedroom apartment in gorgeous Holmes Beach with WiFi, AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to a day of laid-back luxury and unique experiences on Holmes Beach, AMI. Your journey begins with a warm welcom ...
From $402 per night (USD)
VRBO
From $381 per night (USD)
VRBO
Experience Kismet by the Sea: Chic Holmes Beach Rental with Shared Pool
Bedrooms:
3
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 $381 per night (USD)
VRBO
From $931 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 CREATED AFTER 12/18/24! All Drivers must be over the age of 21. Driv ...
From $931 per night (USD)
Expedia
From $434 per night (USD)
VRBO
The Magic Dolphin B in Holmes Beach
Bedrooms:
2
Bathrooms:
2
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 $434 per night (USD)
VRBO
From $437 per night (USD)
Expedia
The Magic Dolphin A in Holmes Beach
Bedrooms:
2
Bathrooms:
2
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 $437 per night (USD)
Expedia
From $901 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 $901 per night (USD)
VRBO
From $2636 per night (USD)
Expedia
Brand New Luxury Home! ~200 Steps to Beach, Heated Pool, Hot Tub, Fireplace
Bedrooms:
5
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 $2636 per night (USD)
Expedia
From $1954 per night (USD)
VRBO
Anna Maria Wave: Stunning Beachfront Home with Pool & Poker Room
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Anna Maria Wave by Anna Maria Island Accommodations 2806 Avenue E Holmes Beach, FL 34217 Escape to paradise in this stu ...
From $1954 per night (USD)
VRBO
From $916 per night (USD)
VRBO
**NEW** -Spa, Pool Table, PuttPutt, Near Beach
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Located in the heart of Holmes Beach, Florida, this beautiful 4-bedroom, 5.5 bath home is the ultimate costal retreat. ...
From $916 per night (USD)
VRBO
$GULF BEACH VIEW w\/ Heated Pool, FREE WiFi & Trolley, Great Sunsets!$
From $431 per night (USD)
VRBO
GULF BEACH VIEW w\/ Heated Pool, FREE WiFi & Trolley, Great Sunsets!
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 $431 per night (USD)
VRBO
From $280 per night (USD)
Expedia
Comfortable and relaxing with pool and just steps from the beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Gertie's Lime House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $280 per night (USD)
Expedia
$Pink Pearl – Private Canal home in Key Royale, Heated Pool\/Hot Tub and Dock avai$
From $587 per night (USD)
VRBO
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 perfect coastal escape! This stunningly renovated 4-bedroom, 3-bathroom oasis is ready to m ...
From $587 per night (USD)
VRBO
From $665 per night (USD)
Expedia
A Villa by the Sea - L'Plage #4 - 3 bedroom Beachfront condo
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Villa By The Sea 6406 Gulf Drive, Holmes Beach 34217 What you will love about this property: • Stunning views of the gul ...
From $665 per night (USD)
Expedia
$Cozy Cabana West - Updated Adorable Bungalow w\/Heated Private Pool, Walk to Beach$
From $576 per night (USD)
VRBO
Cozy Cabana West - Updated Adorable Bungalow w\/Heated Private Pool, Walk to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Cozy Cabana West! On Anna Maria Island (Holmes Beach, Florida) After sustaining hurricane damage, this charm ...
From $576 per night (USD)
VRBO
From $895 per night (USD)
Expedia
La Isla Bonita by Coastal Chic Vacations
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to La Isla Bonita; New home under our management! - Steps to Anna Maria Island's powdery-white sandy beaches - ...
From $895 per night (USD)
Expedia
From $731 per night (USD)
VRBO
Location! Heated Pool, Elevator, Toys, Walk to Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Under new management! Welcome to Shore to Please (5 Star), an exquisite vacation home that perfectly blends luxury and c ...
From $731 per night (USD)
VRBO
From $540 per night (USD)
Expedia
Crab Shack by A Shore Thing Vacations
Bedrooms:
3
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 $540 per night (USD)
Expedia
From $493 per night (USD)
VRBO
3000 sq ft, 8 person , 3 bdrm home with large heated pool ,outdoor space & more
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Newly remodeled! New to renters!Experience Anna Maria Island like a local in this very large charming house. Just a sho ...
From $493 per night (USD)
VRBO
From $566 per night (USD)
Expedia
Playa Palma Private Pool Home 4 Minute Walk to Holmes Beach on AMI
Bedrooms:
3
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 fro ...
From $566 per night (USD)
Expedia
$Luxurious home with 11' ceilings, Heated Splash Pool, Walk to Beach, 75\ TV!$
From $475 per night (USD)
VRBO
Luxurious home with 11' ceilings, Heated Splash Pool, Walk to Beach, 75\" TV!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your Perfect Island Getaway Awaits at Island Breeze! Island Breeze is an amazing custom luxury home in a quiet resident ...
From $475 per night (USD)
VRBO
From $336 per night (USD)
Expedia
PETS STAY FREE!! Heated Pool 1.5 Blocks from Beach Good for Couples or Families
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Get ready to relax in this 3-bedroom house in Holmes Beach. With a king bed, queen bed, and twin bed, this delightful pr ...
From $336 per night (USD)
Expedia
From $584 per night (USD)
VRBO
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 $584 per night (USD)
VRBO
From $955 per night (USD)
Expedia
Lux 3B3Ba StepsToTheBeach!
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 $955 per night (USD)
Expedia
$Low Rates for longer stays! Perfect Location! \nSteps to Beach!\/Heated pool!$
From $282 per night (USD)
VRBO
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 $282 per night (USD)
VRBO
From $1374 per night (USD)
Expedia
Sea Haven: Family home steps from the beach, pool, hot tub, Foosball!
Bedrooms:
5
Bathrooms:
6
Sleeps:
8
Photos Updated March 2025! Welcome to Sea Haven, a spacious and inviting 5-bedroom, 4.5-bathroom home just three houses ...
From $1374 per night (USD)
Expedia
From $1214 per night (USD)
VRBO
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 $1214 per night (USD)
VRBO
From $415 per night (USD)
Expedia
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 $415 per night (USD)
Expedia
From $927 per night (USD)
VRBO
Coconuts Beachfront #106: Ultimate Island Getaway with Beach Access and Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Coconuts Beachfront #106 by AMI Locals 100 73rd St Unit 106 - Holmes Beach, FL 34217 Welcome to Coconuts Beachfront #10 ...
From $927 per night (USD)
VRBO
From $624 per night (USD)
Expedia
TROPICAL TREEHOUSE - 6250
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to “Tropical Treehouse” on Anna Maria Island… a cozy resort style 2 story townhome surrounded by lush, tropical ...
From $624 per night (USD)
Expedia
From $979 per night (USD)
VRBO
One Of The Most Unique Homes in Anna Maria Island
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Property Summary Property Ref: AMI_5000R | Happy Place | 5601 Flotilla Dr, Holmes Beach, Fl *Minimum of 30 Nights Requi ...
From $979 per night (USD)
VRBO
From $203 per night (USD)
VRBO
Luxury Beach Escape - 5 Min Walk to Pristine Shores of Anna Maria Island
Bedrooms:
2
Bathrooms:
5
Sleeps:
6
Summary: This beautifully designed 3-bedroom, 2-bathroom home is a true island oasis, just a 5-minute walk to the beach ...
From $203 per night (USD)
VRBO
From $747 per night (USD)
VRBO
Large pool home just steps from the Gulf, fully renovated, family friendly, WIFI
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
King Crab Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $747 per night (USD)
VRBO
From $800 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 $800 per night (USD)
Expedia
$Island Vacay -1 Block Walk\/quiet street to beach$
From $363 per night (USD)
VRBO
Island Vacay -1 Block Walk\/quiet street to beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Vacations can be exciting and so overwhelming. Don’t worry, we’re here to help. Pack your bags and get ready to enjoy ...
From $363 per night (USD)
VRBO
$1 Block WALK on QUIET street to beach\/food\/fun$
From $408 per night (USD)
Expedia
1 Block WALK on QUIET street to beach\/food\/fun
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Dreaming of an island vacation? This unit with its PRIVATE entrance is part of a 3 unit complex. These units only share ...
From $408 per night (USD)
Expedia
$1 BLOCK WALK-QUIET St. to beach\/food\/fun\/sun\/shops$
From $455 per night (USD)
VRBO
1 BLOCK WALK-QUIET St. to beach\/food\/fun\/sun\/shops
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Longing for an island vacation? This unit with its PRIVATE entrance is part of a 3 unit complex. These units only shar ...
From $455 per night (USD)
VRBO
From $402 per night (USD)
Expedia
Oceanside Retreat-Rest & Recover-Hot Tub-Hammock
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Whether escaping the cold winter days, or wanting to unwind from all the stress, Solace West is the perfect place for yo ...
From $402 per night (USD)
Expedia
From $406 per night (USD)
VRBO
Tranquility Meets Style-Walk to beach-prvt pool.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Winter has hit hard and you are ready to escape the frigid temperatures and feel the sand between your toes. Anna Maria ...
From $406 per night (USD)
VRBO
$Hello, Sunshine! 🌞 Cozy Island Stay W\/ Deck, Bikes & More!$
From $402 per night (USD)
Expedia
Hello, Sunshine! 🌞 Cozy Island Stay W\/ Deck, Bikes & More!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
- Spacious Outside Deck for Entertainment - Stocked Closet with Bikes and Beach Equipment - Steps Away From Sugar Sand B ...
From $402 per night (USD)
Expedia
From $415 per night (USD)
VRBO
Ideal Island-style townhome only 460 steps to WOW of a beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Experience the ultimate island getaway in a charming rental property that offers everything you need for a relaxing beac ...
From $415 per night (USD)
VRBO
From $186 per night (USD)
VRBO
Quiet Oceanfront Resort located on Anna Maria Island May 3- May 10, 2025
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Resort Sixty Six is a small 2 story resort located within steps of the ocean. 2nd floor studio room features newly remo ...
From $186 per night (USD)
VRBO
$Tipsy Turtle! Waterfront W\/ boat lift & walk to beach access$
From $878 per night (USD)
VRBO
Tipsy Turtle! Waterfront W\/ boat lift & walk to beach access
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
This waterfront home has 80 feet of water frontage perfect for bringing a boat. Inside you will find a kitchen with high ...
From $878 per night (USD)
VRBO
From $630 per night (USD)
Expedia
Sea Glass: 3-Bedroom Retreat Steps from the Beach, Private Pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Sea Glass by Anna Maria Island Accommodations 208 66th St Unit A Holmes Beach, FL 34217 Welcome to Sea Glass! Discover ...
From $630 per night (USD)
Expedia

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