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 $190 per night (USD)
HomeAway
A Pearl of A Beach Home - with Private luxury heated private pool & spa
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Secluded tropical rear yard with private luxury heated pool and spa and spacious paved area plus large ground floor lana ...
From $190 per night (USD)
HomeAway
From $494 per night (USD)
VRBO
Fins Up! New Home w/Private Heated Pool & 4 Min Walk to Beach
Bedrooms:
4.5
Bathrooms:
2
Sleeps:
6
Fins Up Newly Constructed Elevated Two-Story Home with Pool (Anna Maria Island) Holmes Beach, FL 1250 sq. ft. This h ...
From $494 per night (USD)
VRBO
From $173 per night (USD)
HomeAway
Best Little Beach House on Anna Maria Island...With a pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
*Check in / Check out - SATURDAYS ONLY* This is the Best Little Beach House on Anna Maria Island...with a pool. Our h ...
From $173 per night (USD)
HomeAway
Click For Pricing
VRBO
Family Duplex/Villa across the street from the beach!
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
Beach Please AMI is a beautifully maintained island property located less than 100 steps from the amazing white sand bea ...
Click For Pricing
VRBO
From $265 per night (USD)
HomeAway
⭐️⭐️⭐️⭐️⭐️ 4 bedroom, heated pool, free WiFi, ground level
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautifully appointed beach chic cottage. Only 2 houses from trolley stop and 1.5 blocks to the beach. Ground level wi ...
From $265 per night (USD)
HomeAway
From $200 per night (USD)
VRBO
Anna Maria Island Townhouse - Simply Beautiful!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This townhouse is beautifully decorated and completely modern with everything you need for the perfect vacation in parad ...
From $200 per night (USD)
VRBO
From $179 per night (USD)
HomeAway
Coconut Breeze by Duncan Real Estate
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Coconut Breeze is a beautifully renovated duplex only a short 5 minute walk to the beach. Coconut Breeze is finished in ...
From $179 per night (USD)
HomeAway
From $93 per night (USD)
VRBO
1 BR / 1 BA, Anna Maria Island,Holmes Beach Florida, Gulf Coast, Beach Condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Perfect summer or winter hideaway!!! Located on Quiet Avenue E not busy Gulf Drive. Completely renovated one bedroom, o ...
From $93 per night (USD)
VRBO
From $130 per night (USD)
HomeAway
★ Spacious Condo ★ 2 Patios |Steps to Beach| 2BD
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This hidden gem has recently been updated. Spacious 2 bedroom 2 full bath condo is just steps to the beach. Ocean view ...
From $130 per night (USD)
HomeAway
From $131 per night (USD)
VRBO
Beach Front Condo ☼ Inquire for Last Minute Special Rates!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Gulf Shores 106 is a Gulf front condo located in Holmes Beach on Anna Maria Island. Enjoy beautiful spectacular sunset v ...
From $131 per night (USD)
VRBO
From $210 per night (USD)
HomeAway
Amazing Gulf Front Luxury Suite! Short 1-2 Night Stays Available!
Bedrooms:
2
Bathrooms:
1
Sleeps:
5
This amazing apartment style room offers everything you need for your luxury beach getaway- either short term or extende ...
From $210 per night (USD)
HomeAway
From $250 per night (USD)
VRBO
Beach☼Front Condo with Last Minute Savings! Inquire for Special Rates!
Bedrooms:
4.5
Bathrooms:
3
Sleeps:
6
Enjoy spectacular sunset views from the privacy of your own balcony at Coastal Sunrise, located in Holmes Beach on Anna ...
From $250 per night (USD)
VRBO
Click For Pricing
HomeAway
LARGE GROUND LEVEL HOME **NEWLY RENOVATED** HEATED POOL
Bedrooms:
4.5
Bathrooms:
5
Sleeps:
14
Newly renovated (2019), ground level home with large heated saltwater pool (no chlorine) and tiki bar. This spacious gro ...
Click For Pricing
HomeAway
From $154 per night (USD)
VRBO
Tranquil Anna Maria Island Resort, Unit 3... Only 4 units, all amenities!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Just 300 steps from the beach, Harbor Lane Court is a 4 unit resort, with 3 one bedroom, one bath apartments, and one tw ...
From $154 per night (USD)
VRBO
From $309 per night (USD)
HomeAway
Direct Beachfront 2 BD Condo On Florida’s Beautiful Gulf Coast!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Florida Vacation Dream Spot - easy and fun! This 2 Bedroom, 2 Bath condo is direct beachfront with wide open views up a ...
From $309 per night (USD)
HomeAway
From $140 per night (USD)
VRBO
Located 1-2 Minutes Away from the Gulf! Last Minute Winter Savings!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Mermaids Sunrise is a private duplex that offers its own large private heated pool with a spa. This newly remodeled two ...
From $140 per night (USD)
VRBO
From $179 per night (USD)
HomeAway
Sunkissed by Duncan Real Estate!
Bedrooms:
3.5
Bathrooms:
3
Sleeps:
6
Sunkissed is a beautiful elevated townhome that is located in Holmes Beach-just a short stroll to the gorgeous white san ...
From $179 per night (USD)
HomeAway
From $179 per night (USD)
VRBO
Panoramic rooftop view, view from unit, 1 minute walk to beach, heated pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
NEW UPDATES include: NEW Beautyrest King mattress and King bedroom set in Feb 2019. The kitchen with new cabinets and ...
From $179 per night (USD)
VRBO
From $153 per night (USD)
HomeAway
2 bed 2 bath heated pool Sleeps 6! Sunny yard, close to beach, bikes, beach gear free Wi-Fi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Relax and unwind in this gorgeous, newly renovated 2 bedroom, 2 bath home close to everything! Salt Air East villa, loc ...
From $153 per night (USD)
HomeAway
From $150 per night (USD)
VRBO
Charming Old Florida Home at Holmes Beach on beautiful Anna Maria Island
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in a quiet neighborhood just 2 blocks from the beach, shopping and restaurants. This one-level spacious duplex ...
From $150 per night (USD)
VRBO
From $170 per night (USD)
HomeAway
New Beach Front Luxury Resort - Heated Pool/Hot Tub - Short Stays Welcome!
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Anna Maria Beach Resort King Resort View Unit 1 King Bed, 2 twin ottoman sleepers - sleeps 4 total Gorgeous Resort Views ...
From $170 per night (USD)
HomeAway
From $299 per night (USD)
VRBO
2020 winter deals - 6 bedroom, elevator, heated pool, hot tub one block to the beach
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
This ideally located 6 Bedroom 3.5 Bathroom is an amazing place to escape and unwind. Perfect place to get away with fr ...
From $299 per night (USD)
VRBO
From $410 per night (USD)
HomeAway
Anthony Beach Cottages - Bare Feet Retreat - 3 bedroom pool cottage on bayou
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Ask us about our weekly, monthly, and seasonal rates. This Florida home backs onto 17 acres of mangrove forest and is id ...
From $410 per night (USD)
HomeAway
From $174 per night (USD)
VRBO
Tranquil Anna Maria Island Resort, Unit 4... Only 4 units, all amenities!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Just 300 steps from the beach, Harbor Lane Court is a 4 unit resort, with 3 one bedroom, one bath apartments, and one tw ...
From $174 per night (USD)
VRBO
From $170 per night (USD)
HomeAway
Short 1-2 night stays Available! Luxury Double Queen Room - Beach Front!
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Overview Anna Maria Beach Resort Unit 2 Queen Beds - Sleeps 4 total Gorgeous Resort Views Luxury Resort Pool and Hot Tub ...
From $170 per night (USD)
HomeAway
Click For Pricing
VRBO
Anna Maria Paradise - Private Pool & Canal front
Bedrooms:
3.5
Bathrooms:
4
Sleeps:
6
Beautiful 4 bedroom, 2.5 bathroom home with direct access to Anna Maria Canal and private heated pool overlooking the wa ...
Click For Pricing
VRBO
From $225 per night (USD)
HomeAway
Just 5 Minutes to the Gulf Beaches! Inquire for Special Rates!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Ocean Breeze is an elevated private duplex that offers a private heated pool with a spa, tropical landscaping, an open a ...
From $225 per night (USD)
HomeAway
From $186 per night (USD)
VRBO
Salty Turtle by Duncan Real Estate!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Save 10% off the rental fee for any October 2019 arrival! Welcome to Salty Turtle! Bask in the tropical charm of this th ...
From $186 per night (USD)
VRBO
From $185 per night (USD)
HomeAway
Special Rates - Inquire today for best deals!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Key Largo Cottage is an adorable bungalow style single family home on a quiet street with an over-sized pool, bikes, bea ...
From $185 per night (USD)
HomeAway
From $175 per night (USD)
VRBO
Private Heated Pool/Spa - in Holmes Beach - Close to Local Shops & Restaurants!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beach Hideaway is a cute as a button, ground level home that features a tropical oasis for a backyard in Holmes Beach. ...
From $175 per night (USD)
VRBO
Click For Pricing
HomeAway
Amazing! Two minute walk to beach! PRIVATE HEATED POOL w covered lanai! Enjoy!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Two minute walk to beach! PRIVATE heated pool. Newly renovated 2 bedroom 2 baths. Welcome to Sand Dollar Cottage! Brand ...
Click For Pricing
HomeAway
From $175 per night (USD)
VRBO
Beach Front Luxury Resort - Short 1-2 Night Stays Available!
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Anna Maria Beach Resort Room #103 Double Queen Gulf View Room #103, sleeps 4 1 or 2 night gaps can be booked even if ...
From $175 per night (USD)
VRBO
From $230 per night (USD)
HomeAway
4 Bedroom 3 Bathroom with a beautiful private backyard, 2 car garage, bikes, beach gear, pool/spa
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This Beautiful new 4 bedroom 3 bathroom home ideally located just down the street from the white sand beaches, restaura ...
From $230 per night (USD)
HomeAway
From $299 per night (USD)
VRBO
5 Bedroom steps to the beach, beach gear, bikes, ping pong table, heated pool/spa free WiFi
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
This amazing rental is a favorite for all that stay. 5 bedroom, 4 bathroom beach home just a one minute walk to the fam ...
From $299 per night (USD)
VRBO
From $184 per night (USD)
HomeAway
Literally steps to the beach! Spacious and Light!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Up 12 steps from your front door is a lovely Gulf and beach view. Just 75 steps to the beach, no roads to cross! Fabul ...
From $184 per night (USD)
HomeAway
From $285 per night (USD)
VRBO
Luxury-2 Master King Suites, Private Htd Pool, Steps to Beach
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
I love speaking with my guests. Please don't hesitate to call me, Lauren the owner. IF YOU LIKE THIS, YOU MIGHT ALSO ...
From $285 per night (USD)
VRBO
From $250 per night (USD)
HomeAway
Custom Home with Private Screened in Heated Pool ☼ Last Minute Winter Deals!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Island Pineapple is a gorgeous newly renovated 4 bedroom and 4 bathroom home that features a stunning backyard oasis per ...
From $250 per night (USD)
HomeAway
From $200 per night (USD)
VRBO
New Beach Front Luxury Suite - Short 1-2 Night Stays Available!
Bedrooms:
2
Bathrooms:
1
Sleeps:
5
Overview Anna Maria Beach Resort Unit 1 King Bed, 1 Queen sleeper sofa, Rollaway bed available for a fee - Sleeps 5 tota ...
From $200 per night (USD)
VRBO
From $275 per night (USD)
HomeAway
Water's Edge 110N by Duncan Real Estate
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
LAST MINUTE CANCELLATION JAN 31-FEB 14, 2020! Welcome to Waters Edge, a beachfront getaway with stunning views! The Wat ...
From $275 per night (USD)
HomeAway
From $105 per night (USD)
VRBO
Spend Spring Break at Beach Isle - Private Heated Pool/Spa in Holmes Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beach Isle is the perfect little home for your island vacation getaway, located just a short 2 minute walk to the Gulf B ...
From $105 per night (USD)
VRBO
From $100 per night (USD)
HomeAway
Beachfront Home with Gorgeous Sunset Views - Dog Friendly!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Tropical Breeze is a single-family home located right on the Gulf Beaches! This home includes the following features: • ...
From $100 per night (USD)
HomeAway
From $309 per night (USD)
VRBO
1 short block to beach, top patio w/ peaks of gulf, heated POOL, sleeps 10-12
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Across the street from the beach and beach restaurant with nightly live music, full tiki bar and food. Walking distance ...
From $309 per night (USD)
VRBO
From $100 per night (USD)
HomeAway
Contemporary Beachhouse, Very Private Backyard Pool - 1.5 Short Blocks to Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Old Florida charm in a completely remodeled house with gourmet kitchen. Only 1 1/2 short blocks to an uncrowded beach. ...
From $100 per night (USD)
HomeAway
From $220 per night (USD)
VRBO
Gulf Front Suite, Heated Pool/Hot Tub, Short Stays Welcome!
Bedrooms:
2
Bathrooms:
1
Sleeps:
5
Anna Maria Beach Resort Suite 101 First floor room closest to the beach! 1, 2 or 3 night gaps can be booked even if ...
From $220 per night (USD)
VRBO
From $400 per night (USD)
HomeAway
4 Houses from the Gulf Beaches - Just a 2 Minute Walk!
Bedrooms:
5.5
Bathrooms:
6
Sleeps:
14
AMI Beach House AMI Beach House is a luxurious ground level home located in the “Golden Triangle” of Anna Maria Island, ...
From $400 per night (USD)
HomeAway
From $338 per night (USD)
VRBO
Luxury 3 Bed, 3 En Suite Baths, Private Htd Pool, 0 Blocks to Beach - Just Steps
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
I love speaking with my guests. If you prefer to speak with someone prior to booking, don't hesitate to call or write m ...
From $338 per night (USD)
VRBO
From $200 per night (USD)
HomeAway
Beach Front Luxury Suite - Heated Pool/Hot Tub - Inquire for Short Stays!
Bedrooms:
2
Bathrooms:
1
Sleeps:
5
Anna Maria Beach Resort Suite #105 BRAND NEW LUXURY BEACHFRONT RESORT Holmes Beach, FL If calendar shows a one or two ni ...
From $200 per night (USD)
HomeAway
From $150 per night (USD)
VRBO
Short Walk to the Gulf Beaches - Private Heated Pool!
Bedrooms:
3.5
Bathrooms:
3
Sleeps:
6
AM I Dreamin’ is a lovely elevated home that is located in the heart of Anna Maria Island and is just a short 4 minute w ...
From $150 per night (USD)
VRBO
From $100 per night (USD)
HomeAway
Just 1-3 Minutes from the Beach! Last Minute Savings!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Terraces 6 is a cozy town home just steps from the Gulf of Mexico! Local shops and restaurants are within walking di ...
From $100 per night (USD)
HomeAway
From $124 per night (USD)
VRBO
2-3 Minute Walk to the Beach - Private Heated Pool - Dog Friendly
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Sunset Beach is a cute island bungalow located on a quiet residential street just a 2-3 minute walk over to the Gulf bea ...
From $124 per night (USD)
VRBO
From $200 per night (USD)
HomeAway
Beach ☼ Front Condo with Sunset Views! Summer 2020 Availability!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Island Paradise 1 offers the best views on Anna Maria Island! The rounded architecture of this iconic island building of ...
From $200 per night (USD)
HomeAway
From $383 per night (USD)
VRBO
4 bed 4 bath + bonus bunk room heated pool WATER SLIDE spa WiFi
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Brand New Holmes Beach Stunner - Gorgeous single family 5 bed 4 bath home only a 3 minute stroll to the white sandy Gulf ...
From $383 per night (USD)
VRBO
From $125 per night (USD)
HomeAway
5 Star Villa, New Remodel, steps to Beach , Great Heated Pool & Patio
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
SUMMER & SPRING Dates Still Available. Gorgeous HIGHLY RATED 2 Bedroom Villa. Just a minute walk to our World Famous Be ...
From $125 per night (USD)
HomeAway
From $375 per night (USD)
VRBO
NO Busy Roads to Cross to Get to the Sugar-White-Sand! You get the WHOLE HOUSE!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
No Sharing! Single Family Home. No A & B side! No villas and NO shared pools! Stand alone, single family, ground level ...
From $375 per night (USD)
VRBO
From $199 per night (USD)
HomeAway
4 Bed 3 bath, 3 minutes to the beach, backyard Oasis, Heated pool/spa beach gear bikes free WiFi
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Brand New 4 Bedroom 3 Bathroom, Pool & SPA Garage & Bikes. Minutes from beach This brand new 4 bedroom 3 bathroom home ...
From $199 per night (USD)
HomeAway
From $169 per night (USD)
VRBO
Beautiful Condo, 30 STEPS to BEACH, Great Pool, 5 Star Reviews!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
SUMMER & SPRING Vacation Dates Available. PERFECT for a weekend getaway or more!! 30 Steps to the Soft Sand and Warm Wa ...
From $169 per night (USD)
VRBO
From $275 per night (USD)
HomeAway
This beach house has it all & is 30 seconds to the white sandy AMI beaches!
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Riki Tiki is a beautiful beach house that is only 3 houses away from the stunning Gulf of Mexico. Offering a fantastic l ...
From $275 per night (USD)
HomeAway
From $429 per night (USD)
VRBO
Beachfront Cottage -Ground Floor, Family Friendly! Great location. Free wi-fi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
You won't want to leave our cute and cozy gulf front cottage, which we've named 'Can't Wait'.... We are 'right on th ...
From $429 per night (USD)
VRBO
From $279 per night (USD)
HomeAway
Happy Island Cottage with heated private Pool
Bedrooms:
3.5
Bathrooms:
3
Sleeps:
8
A brand NEW 2000 sq/ft, 3 bedroom modern beach house with heated and very private pool. A perfect location just steps fr ...
From $279 per night (USD)
HomeAway
From $150 per night (USD)
VRBO
4 Minute Walk to the Gulf Beaches - Private Heated Pool - in Holmes Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Azure Tides is an elevated private duplex that features its own private heated pool surrounded by tropical landscaping. ...
From $150 per night (USD)
VRBO
From $175 per night (USD)
HomeAway
New Beach Front Luxury Resort - Sunset Views - Short 1-2 night Stays Available!
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Anna Maria Beach Resort Room #214 BRAND NEW LUXURY BEACHFRONT RESORT Holmes Beach, FL ROOM FEATURES 345 sq ft second fl ...
From $175 per night (USD)
HomeAway
From $199 per night (USD)
VRBO
Family Friendly Townhome across Street from Beautiful Gulf Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Spacious 3 bedroom and 3 bathroom townhome on Anna Maria Island. Recently remodeled. Beach access is directly across t ...
From $199 per night (USD)
VRBO
From $300 per night (USD)
HomeAway
TRUE BEACHFRONT HOME DIRECTLY ON SUGAR WHITE SANDS WITH HEATED POOL - IDYLLIC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Waves Edge North is a lovely 3 bedroom 2 bathroom home situated on one of the most beautiful beaches imaginable; nestle ...
From $300 per night (USD)
HomeAway
From $200 per night (USD)
VRBO
Manatee Watch - Waterfront! 3 Min Walk To Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
MANATEE WATCH - A marvelous waterfront 3 bedroom/ 2 bath home just a short walk away from an astonishing white sand beac ...
From $200 per night (USD)
VRBO
From $90 per night (USD)
HomeAway
Historic Beachfront Cottage (Duplex)- screened porch- seen in Southern Living
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our five unit property was featured in the January/February 2020 issue of Southern Living, and we are honored and thrill ...
From $90 per night (USD)
HomeAway
From $36 per night (USD)
VRBO
3 KING BEDS AND 2 BUNKS, Heated pool & Spa only 3 minutes to beach with Bikes and beach gear
Bedrooms:
4.5
Bathrooms:
4
Sleeps:
8
Beautiful open concept home. 3 king bedrooms with ensuites and a den with 2 single bunk beds makes this property perfec ...
From $36 per night (USD)
VRBO
From $150 per night (USD)
HomeAway
Only 1 Minute Walk to the Gulf Beaches! Inquire for Last Minute Savings!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
La Bella Casa is a newly renovated home located just a 1 minute walk to the Gulf Beaches on Anna Maria Island! This hom ...
From $150 per night (USD)
HomeAway
From $200 per night (USD)
VRBO
Reduced Rates! Ground level home, private pool & attached Mother in law Suite.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Casa Del Playa is a private, ground level home located in Holmes Beach. It is an easy 2-minute stroll to the white san ...
From $200 per night (USD)
VRBO
From $136 per night (USD)
HomeAway
Close to Gulf Beaches - Dog Friendly - Private Heated Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Tropic Dream is a ground level home located in Holmes Beach, just a 2-3 minute stroll to the Gulf! This home includes t ...
From $136 per night (USD)
HomeAway
Click For Pricing
VRBO
4 Bedroom, 5 Bath Luxury Waterfront Property with Infinity Pool and Guest Suite
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Magnificent island residence situated on one of Anna Maria Island's premiere bay front settings offering 240' of panoram ...
Click For Pricing
VRBO
From $179 per night (USD)
HomeAway
Sapphire Beach House by Duncan Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Casual yet luxurious, this three-bedroom duplex with a private, heated pool and close proximity to the beach is the perf ...
From $179 per night (USD)
HomeAway
From $114 per night (USD)
VRBO
Cay 107 by Duncan Real Estate
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
FREE week May - December! Book 4 weeks, pay 3 and stay one week for free! Just right across the street from the white ...
From $114 per night (USD)
VRBO
From $122 per night (USD)
HomeAway
One Minute from the Gulf Beaches! ☼ Inquire for Reduced Rates!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Salty Dog is the ideal cozy island home and located just 2 minutes from the beautiful Gulf beaches! This home includes ...
From $122 per night (USD)
HomeAway
From $275 per night (USD)
VRBO
Beach ☼ Front Condo with Spectacular Sunset Views! Summer Savings Now!
Bedrooms:
3.5
Bathrooms:
3
Sleeps:
6
La Plage 9 is a gorgeous 3 bedroom and 2.5 bathroom direct Gulf front condo that features incredible views of the Gulf o ...
From $275 per night (USD)
VRBO
From $359 per night (USD)
HomeAway
Surfside is just 1 off the beach with kayak, SUP, bikes, golf cart, heated pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
This fun and convenient private home is a favorite amongst guests who return year after year! Located in the heart of An ...
From $359 per night (USD)
HomeAway
From $286 per night (USD)
VRBO
4 Bed/3 Bath BUNGALOW Heated Pool & Spa Bikes Kayaks free Wi-Fi
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
At 4 bedrooms and 3 full bathrooms, this is one of the most charming rentals on Anna Maria Island!! Located a few houses ...
From $286 per night (USD)
VRBO
From $100 per night (USD)
HomeAway
Charming! Close to Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Adorable cottage-style duplex 1.5 blocks to beautiful Gulf of Mexico beach. Clean & well-appointed for a relaxing home ...
From $100 per night (USD)
HomeAway
From $236 per night (USD)
VRBO
Professionally Decorated 3/2 Pool Beach House is Just Steps to the Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Spacious 3/2 Pool Beach House Just Steps To The Beach Debby's Place (formerly Mermaid's Basket) is sure to please! Jus ...
From $236 per night (USD)
VRBO
From $460 per night (USD)
HomeAway
6 bed 6.5 bath Heated Pool & Spa Walk to the beach & shops FREE WiFi Pingpong table
Bedrooms:
7.5
Bathrooms:
6
Sleeps:
14
NEW ~ 6 Bedroom/6.5 Bath ~ Private HEATED Pool & Spa, Close to BEACH! Stunning 6 bed 6.5 bath ~ Spectacular Pool & Spa ...
From $460 per night (USD)
HomeAway
From $75 per night (USD)
VRBO
A Slice Of Paradise . 3 minute walk to the Gulf of Mexico On Anna Maria Island
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is a newly remodeled 1 bed/1 bath home located on the West side of Gulf Drive on 49th Street in Holmes Beach. It h ...
From $75 per night (USD)
VRBO
From $200 per night (USD)
HomeAway
Beach Front with Sunset Views from Balcony ☼ Heated Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Paradise 3 is just that- the best view on Anna Maria Island. Panoramic views of the beautiful blue waters of the ...
From $200 per night (USD)
HomeAway
From $59 per night (USD)
VRBO
Castnetter Beach Resort 5
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Our Holmes Beach property is located at Gulf Drive & 41st Street. Conveniently located at the (7) Acre Lifeguard protec ...
From $59 per night (USD)
VRBO
From $359 per night (USD)
HomeAway
Close to the Beach and Restaurants with a heated pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
We treat for mosquitos from May through August Island Vibe is a renovated three bedroom, two bath home with a private h ...
From $359 per night (USD)
HomeAway
From $225 per night (USD)
VRBO
Cozy Condo with Gulf Views ☼ Only 30 Seconds to the Beach!
Bedrooms:
3.5
Bathrooms:
3
Sleeps:
6
Located in the prestigious La Casa Costiera condo complex, this unit offers quick and easy access to the Gulf beach, var ...
From $225 per night (USD)
VRBO
From $350 per night (USD)
HomeAway
Direct Beach ☼ Front Condo - Sunset Views! Inquire for Last Minute Deals!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gulf Place 7B is a rare Gulf front, ground level condo on Anna Maria Island. Enjoy beautiful sunset views from the priva ...
From $350 per night (USD)
HomeAway
From $185 per night (USD)
VRBO
Custom Home with Private Heated Pool! Located in Holmes Beach
Bedrooms:
3.5
Bathrooms:
3
Sleeps:
6
Mango Bay is not your average vacation rental- it is much more! This spacious 3 bedroom home is located on a quiet resid ...
From $185 per night (USD)
VRBO
From $200 per night (USD)
HomeAway
Luxury Beach Front Suite - Short 1-2 Night Stays Available!
Bedrooms:
2
Bathrooms:
1
Sleeps:
5
King Gulf View Suite Room # 106. One and two night gaps can be booked even if the calendar currently does not allow- pl ...
From $200 per night (USD)
HomeAway
From $171 per night (USD)
VRBO
Tropical Setting and Heated Lagoon Style Pool at "Your Own Oasis"
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your Own Oasis is a newer, 3bed/2bath Retreat, with Private Lagoon Pool, close to both Bay and Beach on Anna Maria Islan ...
From $171 per night (USD)
VRBO
From $50 per night (USD)
HomeAway
Beach Front Suite! Panoramic Views of the Gulf! 1-2 Night Stays Available!
Bedrooms:
2
Bathrooms:
1
Sleeps:
5
Gulf Front Suite 201 You won't believe the views from this prime room, it's like being on a cruise ship! There simply i ...
From $50 per night (USD)
HomeAway
From $250 per night (USD)
VRBO
Only 1 House Away from the Gulf Beaches - Inquire for Special Rates!
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Skip to the Beach is a stunning luxury property that features beautiful Gulf water views throughout the house. This hom ...
From $250 per night (USD)
VRBO
From $165 per night (USD)
HomeAway
Private Heated Pool - 4 Minute Walk to the Gulf Beaches!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Azure Beach House is an elevated duplex that features its own private heated pool surrounded by tropical landscaping. Ju ...
From $165 per night (USD)
HomeAway
From $169 per night (USD)
VRBO
3 bedroom 2 bath private heated pool, close to beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Location is everything as you will see when staying at Caribbean Surf. Only 2 blocks to the blue water and white sand b ...
From $169 per night (USD)
VRBO
From $125 per night (USD)
HomeAway
Only 2 Minute Walk to Gulf Beaches! Reduced prices!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Starfish Beach Unit 1 is the perfect cozy island getaway, located just a short 90-second walk to the beach and centrally ...
From $125 per night (USD)
HomeAway
From $172 per night (USD)
VRBO
Beach ☼ Front Townhouse with Sunset Views from Your Balcony
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
4
Hidden Cove is a small and tucked away Gulf front complex located in Holmes Beach. Enjoy spectacular sunset views from t ...
From $172 per night (USD)
VRBO
From $150 per night (USD)
HomeAway
3 Minute Walk to the Gulf Beaches with Private Heated Pool
Bedrooms:
3.5
Bathrooms:
3
Sleeps:
8
Beachwalk is an elevated home tucked away on a quiet residential street, in Holmes Beach. The local shops and restaurant ...
From $150 per night (USD)
HomeAway
From $200 per night (USD)
VRBO
4 Minutes to the Gulf Beaches ☼ Private Heated Pool - Inquire for Rates
Bedrooms:
3.5
Bathrooms:
4
Sleeps:
8
Egrets Nest is a new ground level duplex located on a quiet residential street in Holmes Beach, just a 4 minute walk to ...
From $200 per night (USD)
VRBO
From $175 per night (USD)
HomeAway
Beach Front Condo ☼ Sunset Views! Located in Holmes Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Gulf Place 8B is a Gulf front condo located in Holmes Beach on Anna Maria Island. Enjoy beautiful sunset views from the ...
From $175 per night (USD)
HomeAway
Click For Pricing
VRBO
❁Holmes Beach Charmer❁ Hot Tub with Canal view
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Relax in the sun in this amazing Anna Marie island home across from the canal just a 4 minute walk to the beach! Wake up ...
Click For Pricing
VRBO
From $105 per night (USD)
TripAdvisor
Anna Maria Island, 2 Bed, 2 Bath Condo in quiet setting near to Beaches
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This beautifully 2019 decorated first floor 2 bed, 2 bath condo is set in an idyllic peaceful setting amongst the natura ...
From $105 per night (USD)
TripAdvisor
From $77 per night (USD)
PerfectPlaces
Rate Sale July 4Th Week! Beautiful 1 BR 1 Bath with all t...
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Rate Sale July 4Th Week! Beautiful 1 BR 1 Bath with all the amenities This one bedroom/one bathroom condo is fully equi ...
From $77 per night (USD)
PerfectPlaces

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