Holmes Beach Rentals
From $303 per night (USD)VRBO
Turtle Tyme 2: 1.5 blocks to beach! Private Pool, 3 Putting Greens by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
203 73rd St, Holmes Beach, FL 34217 What You'll Love About this Home: Location! 1 Block to the Beach! 2 Bedrooms / 2 Ba ...
From $303 per night (USD)VRBO
From $388 per night (USD)VRBO
Island Vibe 4: Close to Beach with Private Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Island Vibe 4, a newly renovated ground-level, 3-bedroom, 3-bathroom single-family home with a private, heate ...
From $388 per night (USD)VRBO
From $391 per night (USD)VRBO
Beach Front, Ocean Views, Heated Pool, Tennis & Beach Deck! Recently Renovated.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our vacation home, “Almost Heaven”! We believe you will agree with our name once you visit this gem on Anna ...
From $391 per night (USD)VRBO
From $256 per night (USD)Expedia
TranquiliSea 1: Pet friendly, long term discount, shared resort-style pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
LONG-TERM DISCOUNT: Stays of 4-weeks (28 nights) or more enjoy a 5% discount on the nightly rate. (This discount is app ...
From $256 per night (USD)Expedia
From $256 per night (USD)VRBO
TranquiliSea 2: Pet friendly, long term discount, shared resort-style pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
LONG-TERM DISCOUNT: Stays of 4-weeks (28 nights) or more enjoy a 5% discount on the nightly rate. (This discount is app ...
From $256 per night (USD)VRBO
From $258 per night (USD)Expedia
Canal Front Old Florida Charmer! 2BDRM 2 Full Bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Westbay 203 at Westbay Point & Moorings located Bayside in Holmes Beach! Make yourself at home at this Old Fl ...
From $258 per night (USD)Expedia
From $299 per night (USD)VRBO
6250 Holmes North Beach Village - Condo 2 Bedroom /2.5 Bath , maximum...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful Professionally Decorated Villa with community pool, 3 minute walk to beach 6250 Holmes Boulevard ...
From $299 per night (USD)VRBO
From $242 per night (USD)Expedia
Blue Isle Oasis: Adorable, updated 2 bedroom cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
LONG-TERM DISCOUNT: Stays of 4-weeks (28 nights) or more enjoy a 25% discount on the nightly rate! (This discount is ap ...
From $242 per night (USD)Expedia
From $674 per night (USD)VRBO
Serenity Now - Pet-Friendly Tropical Retreat w/ Heated Pool, Near Beach, Spacious Living & Oasis
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Serenity Now! On Anna Maria Island (Holmes Beach, FL) Experience Peace and Paradise at Serenity Now – Your D ...
From $674 per night (USD)VRBO
From $217 per night (USD)Expedia
West Bay Point Moorings 42 - Condo 2 Bedroom/ 2 Bath , maximum occupancy of 6...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
West Bay Point Moorings 42 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath , maximum occupancy of 6 people. VRC#20-000124 ...
From $217 per night (USD)Expedia
From $364 per night (USD)VRBO
Hart of the Gulf: Dog Friendly, 2.5 Blocks to Beach, Pool & Spa by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hart of the Gulf by Anna Maria Life Vacation Rentals 305 67th St, Holmes Beach, FL 34217 What You'll Love About This Ho ...
From $364 per night (USD)VRBO
From $186 per night (USD)Expedia
West Bay Point Moorings 155 - Condo 2 Bedroom/ 2 Bath , maximum occupancy of...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
West Bay Point Moorings 155 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath , maximum occupancy of 4 people. VRC#20-000123 ...
From $186 per night (USD)Expedia
From $293 per night (USD)VRBO
Delphina: 2 Bed 2 Bath Water Front Villa Anna Maria Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your classic beach town oasis! AMI is known for its old time feel and elegance. The villa is newly painted ...
From $293 per night (USD)VRBO
From $320 per night (USD)Expedia
Coastal 2BDRM Townhouse 100 Steps to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Beach House 102! This sparkling clean and bright 2 bedroom condo is directly across the street from the beach ...
From $320 per night (USD)Expedia
From $294 per night (USD)VRBO
Enjoy Sunsets at Fully Equipped 2BR at the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Beach House 104! Wake up in this bright townhome located right in the heart of Holmes Beach, just steps from ...
From $294 per night (USD)VRBO
From $405 per night (USD)Expedia
La Plage #1: Gulf Views! Heated Pool & Spa! Elevator by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
LaPlage #1 by Anna Maria Life Vacation Rentals 6430 Gulf Dr, #1, Holmes Beach, FL 34217 What You'll Love About This Hom ...
From $405 per night (USD)Expedia
Click For PricingVRBO
Breezes Family Beach House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
THREE MINUTE WALK TO THE BEACH!!! Spacious and unique accommodation, Breezes Beach House boasts 2 kitchens, 2 living ro ...
Click For PricingVRBO
From $387 per night (USD)Expedia
Beachfront - Sea View Play by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A picture is worth a thousand words, and you'll have plenty of photo-ops from your spacious, screened-in, second story b ...
From $387 per night (USD)Expedia
From $391 per night (USD)VRBO
Newly remodeled home near the beach and restaurants!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Private Palms by AMI Accommodations Home in Holmes Beach, FL Highlights: • 3 minute stroll to the Gulf • 1 minute driv ...
From $391 per night (USD)VRBO
From $767 per night (USD)Expedia
Spacious coastal home with private pool and jetted spa - Blue Coral Beach House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Blue Coral Beach House by AMI Locals Home in Holmes Beach, FL 34217 VRC23-000024 Welcome to Blue Coral Beach House ...
From $767 per night (USD)Expedia
From $463 per night (USD)VRBO
Private Pool - Carefree Cottage by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Colorful and inviting with a vibrant tropical style, Carefree Cottage is a perfectly-named oasis in Holmes Beach where a ...
From $463 per night (USD)VRBO
From $409 per night (USD)Expedia
Starfish Cottage: 1 Block to the Beach! Heated Pool, 4 King Beds by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Starfish Cottage by Anna Maria Life Vacation Rentals 202 64th St, Holmes Beach, FL 34217 What You'll Love About This Ho ...
From $409 per night (USD)Expedia
From $296 per night (USD)VRBO
Beauty & The Beach: 1.5 Blocks to Beach! Pool & Spa by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
205 73rd St, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 1.5 Blocks to the Beach! 2 Bedrooms / ...
From $296 per night (USD)VRBO
From $247 per night (USD)Expedia
GREAT LOCATION! Peaceful & Tropical Condo Steps to Beautiful Holmes Beach, AMI!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Newly remodeled! 2 BR and 1.5 BA second-level condo just steps to the white sand and turquoise waters of Holmes Beach on ...
From $247 per night (USD)Expedia
From $263 per night (USD)VRBO
La Ola Verde: Pool, 5 Blocks to Beach, 28 Night Min
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
503 71st St, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 5 Blocks to Beach! 3 Bedrooms / 3 Bathr ...
From $263 per night (USD)VRBO
From $198 per night (USD)Expedia
Island Duplex unit: 2-bed/2-bath close to beach, pets welcome
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Updated island duplex (Side A only). Our home is just off Gulf Dr and walkable to the beach (3 blocks), Holmes Beach ci ...
From $198 per night (USD)Expedia
From $452 per night (USD)VRBO
GULF BEACH VIEW w/ Heated Pool, FREE WiFi & Trolley, Great Sunsets!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Let Gulf Place 14 be your happy place! Walk into this spacious 3-bedroom condo and let the amazing view of the Gulf of M ...
From $452 per night (USD)VRBO
From $556 per night (USD)Expedia
Large Private Duplex, Heated Pool and Spa, Outdoor Kitchen and TV
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Breezy Beach by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000336 Plan your dream escape to Breezy Beach ...
From $556 per night (USD)Expedia
From $399 per night (USD)VRBO
Home with Private Pool, 4 Minutes to the Beach - Hawaiian Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Hawaiian Hideaway by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000298 Welcome to Hawaiian Hideaway, a t ...
From $399 per night (USD)VRBO
From $463 per night (USD)Expedia
Home with Private Pool, 8 minute walk to Beach! - Villa Portofino
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Villa Portofino by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000358 Villa Portofino is a Mediterranean ...
From $463 per night (USD)Expedia
From $646 per night (USD)VRBO
Private Beach Home with Pool, Two Primary Suites, Close to Beach - Coral Retreat
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Coral Retreat by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000353 Welcome to Coral Retreat, a vibrant ...
From $646 per night (USD)VRBO
From $348 per night (USD)Expedia
Home near the beach! Private Pool and Ping Pong Table. - Beachwalk
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beachwalk by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC18-000119 Welcome to Beachwalk, a lovely three-l ...
From $348 per night (USD)Expedia
From $770 per night (USD)VRBO
Sunset Views from Rooftop, Heated Pool, Game Room- Caribbean Dream
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Caribbean Dream by Anna Maria Vacations Private Home in Holmes Beach, FL Embark on an unforgettable retreat at Caribbea ...
From $770 per night (USD)VRBO
From $527 per night (USD)Expedia
Beach Home with Tiki Bar, Pool, Game Room - Mango Breeze
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Mango Breeze by Anna Maria Vacations Home in Holmes Beach, Florida 34217 VRC17-000130 Welcome to Mango Breeze, an invit ...
From $527 per night (USD)Expedia
From $746 per night (USD)VRBO
Pool, Spa, Games, and Tiki Bar! - View of the Gulf
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 14
View of the Gulf by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000749 Welcome to View of the Gulf, a mag ...
From $746 per night (USD)VRBO
From $404 per night (USD)Expedia
Private Home with large private pool. Pet Friendly! New Renovations!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Calypso Cottage by Anna Maria Vacations Home in Holmes Beach, Fl. 34217 VRC16-000622 Your island vacation awaits at Cal ...
From $404 per night (USD)Expedia
From $412 per night (USD)VRBO
Home with Private Pool and Spa. Outdoor TV, Grill - Palms By The Bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Palms By The Bay by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000361 Welcome to Palms By The Bay! Th ...
From $412 per night (USD)VRBO
From $422 per night (USD)Expedia
Private Beach Home, Steps to the Sand! Beach Gear!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Starfish by Anna Maria Vacations Private Home in Holmes Beach, FL Highlights: -30 second walk to the beach -1796 sq fee ...
From $422 per night (USD)Expedia
From $349 per night (USD)VRBO
Pet Friendly Private Duplex. Fenced Yard with Private Pool Short Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hawaiian Tide by Anna Maria Vacations Home in Holmes Beach, Fl 34217 VRC17-000059 Welcome to Hawaiian Tide, a tropical ...
From $349 per night (USD)VRBO
From $365 per night (USD)Expedia
Large Private Beach Home. Private Heated Pool, Huge Balcony
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Seabreeze Cottage by Anna Maria Vacations Private Home in Holmes Beach, FL Highlights: -On our Professional Linen Servi ...
From $365 per night (USD)Expedia
From $835 per night (USD)VRBO
Easy Walk to the Beach, Private Pool, Game Room, Rooftop Deck - Tiki Beach
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Tiki Beach by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000263 Welcome to Tiki Beach! This three-lev ...
From $835 per night (USD)VRBO
From $388 per night (USD)Expedia
Close to the Beach w/ Private Pool and Spa! - Quiet Palms
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Quiet Palms by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000364 Welcome to Quiet Palms, a peaceful para ...
From $388 per night (USD)Expedia
From $277 per night (USD)VRBO
Large Private Beach Home with Private Pool, 1 Minute from Sand! - Away To Play
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Away To Play by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC20-000047 Welcome to Away To Play! Get re ...
From $277 per night (USD)VRBO
From $408 per night (USD)Expedia
Elevated Beach Home with Private Heated Pool, Outdoor Bar
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Pineapple Key by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000364 Welcome to Pineapple Key, an inviting ...
From $408 per night (USD)Expedia
From $510 per night (USD)VRBO
5 Minute Walk to the Beach! Private Heated Pool, Pet Friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Ocean Breeze by Anna Maria Vacations Home in Holmes Beach, FL. 34217 VRC16-000337 Vacation in one of the best Gulf of M ...
From $510 per night (USD)VRBO
From $472 per night (USD)Expedia
Home with Private Pool, Outdoor Bar, Ping Pong, Close to Beach - Dolphin House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Dolphin House by Anna Maria Vacations Home in Holmes Beach, Fl. 34217 VRC16-000338 Dolphin House offers a captivating t ...
From $472 per night (USD)Expedia
From $518 per night (USD)VRBO
Entertainment for everyone! Private Saltwater Pool, Game Room
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Key Lime Beach House by Anna Maria Vacations Home in Holmes Beach, Fl. 34217 VRC000324 Welcome to Key Lime Beach ...
From $518 per night (USD)VRBO
From $616 per night (USD)Expedia
Private Beachfront Condo with Shared Pool & Private Balcony with Beach Views- La
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
LaPlage Unit # 2 by Anna Maria Vacations Condo in Holmes Beach, Fl. 34217 VRC18-000121 Experience the ultimate beachfro ...
From $616 per night (USD)Expedia
From $825 per night (USD)VRBO
Private Pool, Game Room, and 2 minutes to the beach - Gulfside Oasis
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Gulfside Oasis by Anna Maria Vacations Home in Holmes Beach, Fl. 34217 Welcome to Gulfside Oasis! This multi-level ...
From $825 per night (USD)VRBO
From $514 per night (USD)Expedia
Hidden Cove #4: Gorgeous Beachfront Townhome with Pool and Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Hidden Cove #4 by Anna Maria Vacations Townhome in Holmes Beach, FL 34217 VRC16-000044 Experience the coastal charm ...
From $514 per night (USD)Expedia
From $260 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 $260 per night (USD)VRBO
From $257 per night (USD)Expedia
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 $257 per night (USD)Expedia
From $752 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 $752 per night (USD)VRBO
From $706 per night (USD)Expedia
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 $706 per night (USD)Expedia
From $934 per night (USD)VRBO
Island Life at Pineapple Paradise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach Bliss! 2BR w/ Pool, Sunny Dining & Open Layout! ✨ Short 2 1/2 block walk to the beach! Relax by the pool, explore ...
From $934 per night (USD)VRBO
From $691 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 $691 per night (USD)Expedia
From $471 per night (USD)VRBO
Barefoot Bliss by Beach Boutique Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Barefoot Bliss, your tranquil escape just two blocks from the pristine shores of Anna Maria Island! *Feature ...
From $471 per night (USD)VRBO
From $356 per night (USD)Expedia
Charming 2Bdrm Coastal Cottage 3 min from Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Southern Cross, your idyllic coastal escape nestled in the heart of Anna Maria Island! This charming cottage ...
From $356 per night (USD)Expedia
From $541 per night (USD)VRBO
GULF BEACH Directly in Front w/ Heated Pool, FREE WiFi & Trolley, Great Sunsets!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the fun and sun while staying at this beautifully remodeled 3 bedroom, 2 bath Gulf Front condo! Once ...
From $541 per night (USD)VRBO
From $764 per night (USD)Expedia
Gorgeous 1 Bed Condo! Beachfront with Shared Pool - Coconuts Poolside #115
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Reservations Sales Team. Coconuts Poolside #115 by AMI Locals Condo in Holmes Beach, Florida Welcome to Coconuts Pool ...
From $764 per night (USD)Expedia
From $494 per night (USD)VRBO
Newly updated 1 bd poolside condo - perfect for your winter getaway!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Kitchen and Dining area, Living Room, Lanai with direct shared pool access Highlights: -Completely updated with all new ...
From $494 per night (USD)VRBO
From $384 per night (USD)Expedia
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 $384 per night (USD)Expedia
From $263 per night (USD)VRBO
Adorable private house on AMI 2 bedrooms, steps from the sand! Privately owned.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Public beach access 100 steps from your door. Two full bedrooms, washer and dryer, full kitchen and living room. Stand ...
From $263 per night (USD)VRBO
From $418 per night (USD)Expedia
Beachfront Condo on AMI
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to paradise in this beautiful 3-bedroom, 2-bathroom vacation rental home located just steps away from the white s ...
From $418 per night (USD)Expedia
From $338 per night (USD)VRBO
Harrington Bungalow 6 One Block to Gulf Beaches - By Island Real Estate Vacation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Anna Maria Island vacation bungalow that sleeps up to six guests is waiting for you and your family. Ground level vacati ...
From $338 per night (USD)VRBO
From $447 per night (USD)Expedia
Newly Remodeled and So Close to the Beach! Turf Yard! Pet Friendly!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Honey I'm Holmes by Anna Maria Island Accommodations 305 73rd St Holmes Beach, Florida Welcome to Honey I’m Holmes! Sta ...
From $447 per night (USD)Expedia
From $734 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 $734 per night (USD)VRBO
Click For PricingExpedia
Resort Sixty-Six Anna Maria Island FL condo unit just steps to the beach.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Just steps to the beach, with beautiful sunsets, located on Holmes Beach/Anna Maria Island Florida. Enjoy the comfort of ...
Click For PricingExpedia
From $382 per night (USD)VRBO
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 $382 per night (USD)VRBO
From $454 per night (USD)Expedia
Private Home with Pool, Near the Beach - Sand Dollar
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sand Dollar by Anna Maria Vacations Home in Holmes Beach, 34217 VRC16-000501 Welcome to Sand Dollar! This four bedro ...
From $454 per night (USD)Expedia
From $295 per night (USD)VRBO
Beachfront Condo, Pool, Tennis Court, and Private Balcony - Sun Plaza West 110
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sun Plaza West Unit 110 by Anna Maria Vacations Condo in Holmes Beach FL 34217 VRC17-000125 Experience island life ...
From $295 per night (USD)VRBO
From $359 per night (USD)Expedia
Home near the Beach with Private Pool, Gas Grill, Beach Gear - Sugar Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sugar Beach by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000340 Make your vacation dreams come true at ...
From $359 per night (USD)Expedia
From $419 per night (USD)VRBO
Private Home 5 min to Beach, Heated Pool, Fully Equipped Kitchen! - Stay Calm
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stay Calm by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000304 Welcome to Stay Calm! This ground-l ...
From $419 per night (USD)VRBO
From $498 per night (USD)Expedia
Canal Front Home with Boat Dock! Easy Walk to the Beach, Private Pool - Villa Sa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Sandpiper by Anna Maria Vacations Canal front home in Holmes Beach, Fl 34217 VRC16-000743 Welcome to Villa San ...
From $498 per night (USD)Expedia
From $231 per night (USD)VRBO
Old Florida Style! Beachfront Duplex, Steps to the Sand! Quiet Street
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Whispering Waves East by Anna Maria Vacations Duplex in Holmes Beach, Fl 34217 VRC16-000273 Welcome to Whispering Waves ...
From $231 per night (USD)VRBO
From $266 per night (USD)Expedia
Beachfront Duplex! Close to Dining and Shopping. - Whispering Waves West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Whispering Waves West by Anna Maria Vacations Duplex in Holmes Beach, Fl 34217 VRC16-000272 Welcome to Whispering Wa ...
From $266 per night (USD)Expedia
From $338 per night (USD)VRBO
5-minute walk to the Beach w/Private Pool and is Pet-Friendly! Villa Florence
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Florence by Anna Maria Vacations Home in Holmes Beach, FL. 34217 VRC16-000355 Welcome to Villa Florence, a magnif ...
From $338 per night (USD)VRBO
From $294 per night (USD)Expedia
Sunset Villa D by Beach Boutique Rentals
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The ultimate beach vacation awaits you at the Sunset Villas, a cozy 4-unit condo complex with a stunning tropical courty ...
From $294 per night (USD)Expedia
From $334 per night (USD)VRBO
Home with Private Pool. Short Walk to the Beach - Castway Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Castaway Cottage by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC17-000189 We're thrilled to welcome you to C ...
From $334 per night (USD)VRBO
From $281 per night (USD)Expedia
Directly Beach Front Condo with private Balcony and Shared Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gulf Sands #102 by Anna Maria Vacations Condo in Holmes Beach, FL 34217 VRC16-000363 Experience the ultimate island ...
From $281 per night (USD)Expedia
From $398 per night (USD)VRBO
Great Private Backyard with Heated Pool, 5 Minute Walk to Beach - Egrets Nest
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Egrets Nest by Anna Maria Vacations Home in Holmes Beach, Fl. 34217 VRC16-000610 Welcome to Egrets Nest, a coastal para ...
From $398 per night (USD)VRBO
From $721 per night (USD)Expedia
Canal front home with Incredible Rooftop Views and Pool with Spa - Aqua Bay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Aqua Bay by Anna Maria Vacations Home in Holmes Beach, Florida Aqua Bay is a luxurious canal-front retreat boasting f ...
From $721 per night (USD)Expedia
From $336 per night (USD)VRBO
Beachfront Condo with Lanai - Gulf Shores 106
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gulf Shores #106 by Anna Maria Vacations 5616 Gulf Drive #106 Holmes Beach, FL 34217 VRC16-000081 Welcome to Gulf Sh ...
From $336 per night (USD)VRBO
From $318 per night (USD)Expedia
Beach Home with Shared Pool and Gas Grill, 2 Minite walk to Beach - Tiki Sunrise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Tiki Sunrise by Anna Maria Vacations Home in Holmes Beach, Fl 34217 VRC19-000045 Welcome to Tiki Sunrise, a beautiful ...
From $318 per night (USD)Expedia
From $232 per night (USD)VRBO
Buckeye Haven: Beachfront Community with Tennis Courts!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Buckeye Haven is situated in the sought after community of Playa Encantada. Come enjoy this tropical beach front communi ...
From $232 per night (USD)VRBO
From $386 per night (USD)Expedia
Beachfront - Hidden Cove Unit 5 by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Amazing views from the living room and primary bedroom of this 2 bedroom/2.5 bathroom. Take a drink outside and sit on y ...
From $386 per night (USD)Expedia
From $286 per night (USD)VRBO
Community Pool Access, Private Patio with BBQ Grill Near the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunsets and Daydreams by Anna Maria Island Accommodations Home in Holmes Beach, Florida Welcome to Sunsets and Daydr ...
From $286 per night (USD)VRBO
From $252 per night (USD)Expedia
Beach Front 2 bedroom condo on AMI with pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach front resort style condo, staying with us is just another day in Paradise! This spacious unit has two floors, bot ...
From $252 per night (USD)Expedia
From $515 per night (USD)VRBO
Aquamarine Oasis by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Aquamarine Oasis is an exquisite vacation home located just steps away from the pristine white sands and turquoise water ...
From $515 per night (USD)VRBO
From $469 per night (USD)Expedia
Villa near the beach with a spacious yard, kitchens, & washer/dryer
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
The Surf Shack Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $469 per night (USD)Expedia
From $496 per night (USD)VRBO
5 Minute Short Walk To Beach, Shops and Restaurants - Single Level Home
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Please see our other property Blue Grotto for Reviews #1974897. Recently renovated with all new kitchens, bathroom and ...
From $496 per night (USD)VRBO
From $1025 per night (USD)Expedia
Golf Cart, Surfer's Dream by SeaBreeze Vacation
- Bedrooms:
- 7
- Bathrooms:
- 4
- Sleeps:
- 8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS MADE AFTER April 29, 2024! All Drivers must be over the age of 21. D ...
From $1025 per night (USD)Expedia
From $351 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 $351 per night (USD)VRBO
From $748 per night (USD)Expedia
Hidden Haven - 4BR Pool Home - By Island Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Relax in Your Private Oasis at Hidden Haven Create lasting memories at this charming beach house! Hidden Haven is your ...
From $748 per night (USD)Expedia
From $2815 per night (USD)VRBO
Swanky Bubbles by SeaBreeze Vacation
- Bedrooms:
- 11
- Bathrooms:
- 9
- Sleeps:
- 18
Gather your family and friends and head to Swanky Bubbles! Swanky Bubbles can accommodate 18 people! This exquisite 9-be ...
From $2815 per night (USD)VRBO
From $274 per night (USD)Expedia
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 $274 per night (USD)Expedia
From $407 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 $407 per night (USD)VRBO
From $191 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 $191 per night (USD)Expedia
From $177 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 $177 per night (USD)VRBO
From $438 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 $438 per night (USD)Expedia