Holmes Beach Vacation Rentals, Homes, & More

1-50 of 155 Holmes Beach Rentals

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Holmes Beach Florida Vacation Rentals - Condo
1 / 9

Holmes Beach Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$164

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$164 - $240
Per week:$995 - $1,690
Pets allowed:No
Internet:Yes

Need a full recharge during your beach vacation? Try our two- bedroom condo on Anna Maria Island. Here, you’ll find the calm hush of island life without chain restaurants or towering hotels to block your view of the glittering, turquoise Gulf of Mexico. And thanks to three ...

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Holmes Beach Florida Vacation Rentals - Villa
1 / 16

Holmes Beach Villa
3 Bedrooms / 2.5 Bathrooms / Sleeps 16

from

$193

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:16
Type:Villa
Per night:$193 - $286
Per week:$1,350 - $2,000
Pets allowed:Yes
Internet:Yes

This 3 bedroom 2. 5 bath villa with garage is steps from the pristine white sandy beaches on the Gulf of Mexico. This unit is fully furnished in tropical decor and has all the luxuries of home for a stress free vacation. Optional rental of private boat slip. The villa's main features...

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Holmes Beach Florida Vacation Rentals - Condo
1 / 5

Holmes Beach Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”1 Review

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$150 - $175
Per week:$1,050 - $1,225
Pets allowed:No
Internet:Yes

14 night minimum! ! ! ! ! No exceptions no pets. Sorry. Gorgeous 2 bed, 2 bath beach condo. Sits right on the Available Dates: August 15th on. Heated pool 55"flat screen TV netfliux free long distance telephone in USA and Canada free internet Beach chairs, towels and...

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Location, location, location

“ Excellent ”
August 8, 2013
Our property (Gulf view) was in the perfect location and we would go there again tomorrow if we could! Everything was in walking distance and if we wanted to go further we could jump on the free trolley, which is a huge "perk"! We talked to some locals and were given great restaurant advice and we loved the fact that the island didn't have much commercialism, fast food and high rises! Our condo was clean and comfortable when we arrived. The only downside was having to go ket the key and having to return the key. Having a key pad on the door (previous rentals we have used) would have given us that much more time in the unit to enjoy all that there was to take in!
Michael Ruscher, Cincinnati, Ohio

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Holmes Beach Florida Vacation Rentals - Townhouse
1 / 22

Holmes Beach Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 9

from

$315

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:9
Type:Townhouse
Per night:$315 - $358
Per week:$2,200 - $2,500
Pets allowed:No
Internet:Yes

At 4 bedrooms and 3 full bathrooms, this is one of the best rentals on Anna Maria Island. A few short blocks to the beach, and around the corner to restaurants, pubs & stores. Featuring a heated pool to relax in after your busy day, Amarillo Beach House West is a luxurious and...

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Holmes Beach Florida Vacation Rentals - Townhouse
1 / 24

Holmes Beach Townhouse
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Townhouse
Per night:$250 - $350
Per week:$1,500 - $2,350
Pets allowed:No
Internet:Yes

At 3 bedrooms and 2 full bathrooms, this is the newest rental on Anna Maria Island. A few short blocks to the beach, and around the corner to restaurants, pubs & stores. Featuring a heated pool to relax in after your busy day, Amarillo Beach House East is a luxurious and welcome...

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Holmes Beach Florida Vacation Rentals - Condo
1 / 27

Holmes Beach Condo
2 Bedrooms / 1.5 Bathrooms / Sleeps 4

“ Excellent ”5 Reviews

from

$129

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:4
Type:Condo
Per night:$129 - $175
Per week:$900 - $1,225
Pets allowed:No
Internet:Yes

Seaside Beach House #205 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a heated pool. It's one of the nicest complexes on Anna Maria Island. This "hidden away" property is located on a quiet side street in the northern end of Holmes Beach. It offers...

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beautiful and relaxing

“ Excellent ”
August 26, 2014
Actually we stayed in condo #103. What a wonderful week we had on Anna Maria Island. The condo was beautiful and immaculately clean. The lanai was our favorite spot. Every morning and afternoon we sat in silence and enjoyed our gulf view. I would highly recommend this unit and we hope to be back for another amazing vacation.
Tammy Nugent Purkey, Branson, Mo

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Holmes Beach Florida Vacation Rentals - Condo
1 / 73

Holmes Beach Condo
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$200

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Condo
Per night:$200
Per week:$1,600
Pets allowed:No
Internet:Yes

The Anna Maria Island Beach Retreat is a completely remodeled two bedroom one bathroom condo. Located four houses from Anna Maria Island’s exquisite white powder sand beaches. The living room features all new leather furniture and 40” television. The completely remodeled fully...

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Holmes Beach Florida Vacation Rentals - Home
1 / 6

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$120

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$120
Per week:$840
Pets allowed:No
Internet:No

This fully furnished first floor home is one block from the pristine beach of the Gulf of Mexico. The 2 bed, 2 bath home offers a well- equipped kitchen, tasteful yet comfortable furnishings, a queen sized bed in the master and two bunk beds in the 2nd bedroom. The home has ...

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Holmes Beach Florida Vacation Rentals - Condo
1 / 22

Holmes Beach Condo
5 Bedrooms / 3 Bathrooms / Sleeps 10

from

$90

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Condo
Per night:$90 - $155
Per week:$630 - $1,085
Pets allowed:No
Internet:Yes

Gulf Sound is a gulf side, ground level tri- plex located at 2814 Gulf Drive in the southern end of Holmes Beach. This five bedroom, three bath property is fully equipped with everything you need for your stay. Each unit has been updated and is comfortably furnished. It's quiet,...

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Holmes Beach Florida Vacation Rentals - Condo
1 / 9

Holmes Beach Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”1 Review

from

$93

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$93 - $186
Per week:$650 - $1,300
Pets allowed:No
Internet:Yes

Bright and sunny condo on the second floor with view to the Palma Sola Bay and a peek- a- boo- view to the beach. Only some steps away from the white sandy beach and the turquoise water of the gulf. Ten miles of clean beaches invite you for swimming and snorkeling, walking, or only...

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villa florentine review

“ Excellent ”
March 29, 2010
so sorry i couldn't figure out how to change the property to the one we used. we were very happy with villa florentine. very clean, pool great, yard pretty, close to beaches and stores. had nice linens, and furniture. only wish there was a broom or vacuum so we could sweep up sand. and maybe some cleaning product for sinks or counters. we enjoyed our stay immensely. also wish i more fully understood the credit card fee/tax versus the echeck. i never heard of that and would have liked to avoid such a large tax/fee. thank you.
caron kahkola, green bay, wisconsin

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Holmes Beach Florida Vacation Rentals - Home
1 / 14

Holmes Beach Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

from

$458

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$458 - $572
Per week:$3,200 - $4,000
Pets allowed:No
Internet:Yes

The Beachcomber, located at 3306 4th Avenue in Holmes Beach is the ideal, dream vacation home. This gulf front home is newly constructed and features a brand new heated pool and spa nestled in a tropical setting. It does not get any better than this! Luxurious furnishings, an ...

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Holmes Beach Florida Vacation Rentals - Cottage
1 / 16

Holmes Beach Cottage
3 Bedrooms / 1 Bathroom / Sleeps 8

Bedrooms:3
Bathrooms:1
Sleeps:8
Type:Cottage
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Blue Turtle Cottage is a private house 1 property from the beach in Holmes Beach, Anna Maria Island. You will love the location, newness and private pool. Holmes Beach is the central of 3 small cities on Anna Maria Island and convenient to all the Island's amenities. INSIDE The...

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Holmes Beach Florida Vacation Rentals - Home
1 / 19

Holmes Beach Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$177

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$177 - $350
Per month:$5,310 - $10,500
Pets allowed:Yes
Internet:Yes

Updated Holmes Beach Island home just steps to the Gulf of Mexico beaches. Enjoy this vacation rental with a caged heated pool and a brand new paver area with propane grill. This vacation rental has everything to offer with three bedrooms, brand new kitchen, nicely furnished and...

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Holmes Beach Florida Vacation Rentals - Home
1 / 26

Holmes Beach Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$150

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$150 - $263
Per month:$4,500 - $7,890
Pets allowed:No
Internet:Yes

Bay Palms canal home located at 512 72nd ST. Holmes Beach, Anna Maria Island, FL - - (3) Bed: (2) Bath Accommodates up to (6) people:Allows weekly rentals so bring your boat. Use the lift and dock. Kick back and relax in this charming 3 bedroom 2 bath island oasis! . Boaters will...

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Holmes Beach Florida Vacation Rentals - Home
1 / 24

Holmes Beach Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$171

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$171 - $343
Per month:$5,130 - $10,290
Pets allowed:No
Internet:Yes

Welcome to "Promise Kept" located at 206 76th Street in Holmes Beach on beautiful Anna Maria Island, Florida. This home is a restoration of an original vacation home to fully updated Florida codes and standards in all respects. This 3 bedroom 2 bathroom ground level vacation rental...

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Holmes Beach Florida Vacation Rentals - Home
1 / 28

Holmes Beach Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$180

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$180 - $360
Per month:$5,400 - $10,800
Pets allowed:No
Internet:Yes

Close to the Beach, classic, and cute! ! Welcome to Little Miss Magic located at 116 81st Street on beautiful Anna Maria Island on the West Coast of Florida. Beach access is just 5 homes away, west of Gulf Drive and with no streets to cross. This newly remodeled ground level home...

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Holmes Beach Florida Vacation Rentals - Home
1 / 26

Holmes Beach Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$175

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$175 - $270
Per month:$5,250 - $8,100
Pets allowed:Yes
Internet:Yes

Nicely renovated and designer decorated vacation rental home in Key Royale. Perfectly situated just a few houses from Bimini Bay on a quiet Key Royale street (Cul- de- sac). Sparkling caged, heated pool, dock and direct access to the Intercostal waterway. Dock is perfect for morning...

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Holmes Beach Florida Vacation Rentals - Home
1 / 21

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$158

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$158 - $255
Per month:$4,740 - $7,650
Pets allowed:No
Internet:Yes

Welcome to West Winds Condo located at 6820 Gulf Drive, Holmes Beach, FL. This updated 2 bedroom 2 bathroom condo comfortably accommodates up to 6 guests. It is located in a quiet, small, Gulf front condo complex West of Gulf Drive, on beautiful Anna Maria Island. It is the perfect...

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Holmes Beach Florida Vacation Rentals - Home
1 / 6

Holmes Beach Home
1 Bedroom / 6 Bathrooms / Sleeps 4

from

$180

/ night

Email Owner
Bedrooms:1
Bathrooms:6
Sleeps:4
Type:Home
Per night:$180 - $250
Per month:$5,400 - $7,500
Pets allowed:No
Internet:Yes

This unit has been totally remodeled and has a new fresh upscale look! Beautiful gulf front one bedroom and one and a 1/2 bath condo in desirable Water's Edge complex which is the best place for a holiday rental. Whether you stay a week or a month this is the perfect condo for a ...

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Holmes Beach Florida Vacation Rentals - Home
1 / 30

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$170

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$170 - $202
Per month:$5,100 - $6,060
Pets allowed:No
Internet:Yes

Enjoy a magical sunset in this well maintained Gulf of Mexico DIRECT beachfront Condo... Perfect get away condo. The large heated pool and nestled right in the sands of the Gulf of Mexico beaches. Enjoy a sunset right on your direct gulf front enclosed lanai. This unit accepts a one...

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Holmes Beach Florida Vacation Rentals - Home
1 / 25

Holmes Beach Home
4 Bedrooms / 8 Bathrooms / Sleeps 11

from

$183

/ night

Email Owner
Bedrooms:4
Bathrooms:8
Sleeps:11
Type:Home
Per night:$183 - $500
Per month:$5,490 - $15,000
Pets allowed:No
Internet:Yes

Enjoy this new elevated vacation rental home with private lagoon style pool with lush tropical plants about two blocks to the beach in Holmes Beach. Fashionably decorated living room offers big comfy furniture centered around a new 46" flat screen TV with DVD player where you can ...

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Holmes Beach Florida Vacation Rentals - Home
1 / 17

Holmes Beach Home
4 Bedrooms / 9 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$600

/ night

Email Owner
Bedrooms:4
Bathrooms:9
Sleeps:10
Type:Home
Per night:$600 - $750
Per month:$18,000 - $22,500
Pets allowed:No
Internet:Yes

Welcome to Sea Shell and Sunsets! BRAND NEW Custom- built Island Home located at 105 78th Street, Holmes Beach, Anna Maria Island, FL - - (4) Bed: (4. 5) Bath Accommodates up to (10) people: 2Kings, 4 twins, sleeper sofa. Internet - Wireless: No smoking: No petsFantastic private...

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Holmes Beach Florida Vacation Rentals - Home
1 / 18

Holmes Beach Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Very Good ”6 Reviews

from

$126

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$126 - $286
Per month:$3,780 - $8,580
Pets allowed:No
Internet:Yes

Endless Sunset Views from your private screened balcony overlooking the white sandy beach of Anna Maria Island. Spacious three bedroom and two bath 2nd floor up direct Gulf front condominium is the perfect beach location. You'll love the views from almost every room. The kitchen, ...

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Holmes Beach Florida Vacation Rentals - Home
1 / 14

Holmes Beach Home
3 Bedrooms / 7 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$180

/ night

Email Owner
Bedrooms:3
Bathrooms:7
Sleeps:8
Type:Home
Per night:$180 - $353
Per month:$5,400 - $10,590
Pets allowed:No
Internet:Yes

Living at the beach is like living anywhere else except it's BETTER in almost every way imaginable! Experience it for yourself in 208 Periwinkle with all the comfort of a hotel combined with the personality of all new furnishings and so much more. With room for up to eight people,...

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Holmes Beach Florida Vacation Rentals - Home
1 / 12

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”6 Reviews

from

$130

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$130 - $252
Per month:$3,900 - $7,560
Pets allowed:Yes
Internet:Yes

Two bedroom, two bath with a huge Tropical pool and 10' waterfall right outside your back door. The pretty upgraded kitchen offer granite countertops, stainless appliances and ample counter space for prepare meals or just hanging around enjoying a drink together. There is wireless...

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Holmes Beach Florida Vacation Rentals - Home
1 / 12

Holmes Beach Home
3 Bedrooms / 7 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$264

/ night

Email Owner
Bedrooms:3
Bathrooms:7
Sleeps:6
Type:Home
Per night:$264 - $503
Per month:$7,920 - $15,090
Pets allowed:No
Internet:Yes

Luxury is within reach at this new direct gulf front two or three bedroom plus library/den luxury holiday condo. Located at 7308 Gulf Dr, Holmes Beach, Anna Maria Island, FL. Relax your cares away in the master suite fit for royalty with king size bed, dual headed shower and Jacuzzi...

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Holmes Beach Florida Vacation Rentals - Home
1 / 20

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$129

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$129 - $215
Per month:$3,870 - $6,450
Pets allowed:No
Internet:Yes

DIRECT gulf front two bedroom and two bath condo in desirable Water's Edge complex which is the best place for a holiday rental. Enjoy the large heated pool and just steps to the Gulf of Mexico. Whether you stay a week or a month this is the perfect condo for a winter retreat, vacation...

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Holmes Beach Florida Vacation Rentals - Home
1 / 15

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$143

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$143 - $271
Per month:$4,290 - $8,130
Pets allowed:Yes
Internet:Yes

Welcome to Hideaway a new and beautifully done duplex located at 304 74th Street, Holmes Beach, Anna Maria Island, FL - - 2 Bedroom & 2 Bath: Accommodates up to (6) people: 1 King, 2 Twins, 1 Queen sleeper sofa:: New Heated Pool: Internet - Wireless: No smoking: Pet friendly...

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Holmes Beach Florida Vacation Rentals - Home
1 / 34

Holmes Beach Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$237

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$237 - $440
Per month:$7,110 - $13,200
Pets allowed:No
Internet:Yes

Newly remodeled Island holiday home with peeks at the Gulf of Mexico and colorful sunsets. Three bedroom and two bath vacation rental in a desirable north end of Anna Maria location. It is also just a flip- flop walk to the pristine gulf beaches. Everything you could possibly need...

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Holmes Beach Florida Vacation Rentals - Home
1 / 13

Holmes Beach Home
3 Bedrooms / 7 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$111

/ night

Email Owner
Bedrooms:3
Bathrooms:7
Sleeps:6
Type:Home
Per night:$111 - $230
Per month:$3,330 - $6,900
Pets allowed:No
Internet:Yes

Large three bedroom and two and a half bath townhome at 6250 Holmes Blvd in desirable North Beach Village of Holmes Beach one block to the pristine Gulf beaches of Anna Maria Island. Beautifully updated and furnished with no detail left unimagined. New kitchen with a French bistro...

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Holmes Beach Florida Vacation Rentals - Home
1 / 17

Holmes Beach Home
3 Bedrooms / 7 Bathrooms / Sleeps 6

from

$172

/ night

Email Owner
Bedrooms:3
Bathrooms:7
Sleeps:6
Type:Home
Per night:$172 - $269
Per month:$5,160 - $8,070
Pets allowed:No
Internet:Yes

Welcome to Holly Jewel located at 727 Holly Road on the northern end of beautiful Anna Maria Island. This private and lovely three bedroom and 2 1/2 bath vacation rental features all that you will need to stay a week or a month! Feel the breezes through the lanai or lounge in the...

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Holmes Beach Florida Vacation Rentals - Home
1 / 12

Holmes Beach Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$223

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$223 - $421
Per month:$6,690 - $12,630
Pets allowed:No
Internet:Yes

West of Gulf and in the city of Anna Maria. This lovely ground level Anna Maria Island beach single family home awaits you for the vacation you deserve! This rental home is stylishly decorated throughout. Rare and highly desirable three bedroom home is fabulous and just a few properties...

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Holmes Beach Florida Vacation Rentals - Home
1 / 13

Holmes Beach Home
2 Bedrooms / 1 Bathroom / Sleeps 4

from

$167

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$167 - $257
Per month:$5,010 - $7,710
Pets allowed:No
Internet:Yes

VACATION YOUR WAY - this property welcomes SATURDAY TO SATURDAY reservations Blue Wave Villas are all NEW and beautifully done duplexes located at 207 75th Street, Holmes Beach, Anna Maria Island, FL - - 2 Bedroom & 1 Bath: Accommodates up to (4) people: 1 King, 2 Twins: New...

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Holmes Beach Florida Vacation Rentals - Home
1 / 11

Holmes Beach Home
1 Bedroom / 6 Bathrooms / Sleeps 4

“ Excellent ”5 Reviews

from

$129

/ night

Email Owner
Bedrooms:1
Bathrooms:6
Sleeps:4
Type:Home
Per night:$129 - $193
Per month:$3,870 - $5,790
Pets allowed:Yes
Internet:Yes

One large bedroom with one and a half baths plus a huge Tropical pool and 10' waterfall right outside your back door make this a great spot. The pretty upgraded kitchen offer granite countertops, stainless appliances and ample counter space for prepare meals or just hanging around...

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Holmes Beach Florida Vacation Rentals - Home
1 / 32

Holmes Beach Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$250 - $357
Per month:$7,500 - $10,710
Pets allowed:No
Internet:Yes

Welcome to Pelican Landing AMI Close to Pristine Beaches located at 306 55 th St "Pelican Landing AMI", Holmes Beach, Anna Maria Island, FL - - (3) Bed: (2) Bath: Accommodates up to (8) people:: No smoking: No Pets. Wonderfully appointed island home vacation rental three bedroom...

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Holmes Beach Florida Vacation Rentals - Home
1 / 18

Holmes Beach Home
6 Bedrooms / 4 Bathrooms / Sleeps 12

from

$324

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Home
Per night:$324 - $665
Per month:$9,720 - $19,950
Pets allowed:Yes
Internet:Yes

202 & 204 73rd ST welcomes you to this recently re- done and updated island duplex. Just steps from the Gulf of Mexico and the pure white sandy beaches of Anna Maria Island. All new furniture and custom touches throughout to make your stay a pleasant and peaceful one. Spend time in...

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Holmes Beach Florida Vacation Rentals - Home
1 / 12

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”15 Reviews

from

$143

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$143 - $235
Per month:$4,290 - $7,050
Pets allowed:No
Internet:Yes

Pelican's Perch at 3209 Gulf Drive at Palm Isle Village in Holmes Beach, FL - Anna Maria Island's NEWEST and finest condominium complex offers several fabulous holiday rental villas all designer decorated and with floor plans maximizing water views. A heated pool is a great place...

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Holmes Beach Florida Vacation Rentals - Home
1 / 10

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$86

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$86 - $189
Per month:$2,580 - $5,670
Pets allowed:No
Internet:Yes

Welcome to Sun Ray just a short walk to the Gulf of Mexico and the sugar sand beaches of Holmes Beach. This vacation rental duplex has everything to offer with two bedrooms, kitchen, 2 bathrooms , TV's in each room and all the comforts of home. The cozy decor is tasteful, fun ...

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Holmes Beach Florida Vacation Rentals - Home
1 / 14

Holmes Beach Home
3 Bedrooms / 8 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$171

/ night

Email Owner
Bedrooms:3
Bathrooms:8
Sleeps:6
Type:Home
Per night:$171 - $257
Per month:$5,130 - $7,710
Pets allowed:No
Internet:Yes

Brand New! BLUE LAGOON - Anna Maria Island's newest vacation rental villa is ready for your next vacation! Three bedroom, three and a half bath with a huge Tropical pool and 10' waterfall right outside your back door. The pretty upgraded kitchen offer granite countertops, stainless...

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Holmes Beach Florida Vacation Rentals - Home
1 / 19

Holmes Beach Home
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”3 Reviews

from

$75

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Home
Per night:$75 - $206
Per month:$2,250 - $6,180
Pets allowed:No
Internet:Yes

New features include wireles internet service, extended cable, digital phone with free nationwide long distance. If outside entertainment is what you desire then Runaway Bay is the answer. Runaway Bay has the largest heated pool on Anna Maria. Between the tennis courts, gym, pool,...

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Holmes Beach Florida Vacation Rentals - Home
1 / 35

Holmes Beach Home
3 Bedrooms / 2 Bathrooms / Sleeps 5

from

$429

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:5
Type:Home
Per night:$429 - $600
Per month:$12,870 - $18,000
Pets allowed:Yes
Internet:Yes

Pamper yourself... Everything your're looking for located at 7302 Gulf Dr in Holmes Beach on Anna Maria Island - this is a Beach Home in a condominium complex. Enjoy single family style accommodations with the benefits of condominium amenities. Brand new direct Gulf Front, two bedroom...

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Holmes Beach Florida Vacation Rentals - Home
1 / 15

Holmes Beach Home
2 Bedrooms / 1 Bathroom / Sleeps 6

“ Excellent ”8 Reviews

from

$100

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$100 - $191
Per month:$3,000 - $5,730
Pets allowed:No
Internet:Yes

Perfect for families - the kids will LOVE the bunk beds in the guest room! 3204 6th Avenue at Palm Isle Village in Holmes Beach, FL - Anna Maria Island's NEWEST and finest condominium complex offers several fabulous holiday villas all designer decorated and with floor plans maximizing...

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Holmes Beach Florida Vacation Rentals - Home
1 / 11

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”23 Reviews

from

$129

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:8
Type:Home
Per night:$129 - $221
Per month:$3,870 - $6,630
Pets allowed:No
Internet:Yes

3203 Gulf Drive at Palm Isle Village in Holmes Beach, FL - Anna Maria Island's NEWEST and finest condominium complex offers several fabulous holiday villas all designer decorated and with floor plans maximizing water views. A heated pool is a great place to relax after a day at ...

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Holmes Beach Florida Vacation Rentals - Home
1 / 25

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Average ”1 Review

from

$129

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$129 - $212
Per month:$3,870 - $6,360
Pets allowed:Yes
Internet:Yes

Star Fish Beach - Anna Maria Island's chic upscale development offers this vacation rental condo for the discriminating vacationer only. Every detail has been taken care of with our guest's relaxation in mind. A heated pool in a tropical landscape offers an oasis to relax after a...

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Holmes Beach Florida Vacation Rentals - Home
1 / 19

Holmes Beach Home
3 Bedrooms / 7 Bathrooms / Sleeps 8

from

$111

/ night

Email Owner
Bedrooms:3
Bathrooms:7
Sleeps:8
Type:Home
Per night:$111 - $230
Per month:$3,330 - $6,900
Pets allowed:No
Internet:Yes

Welcome to North Beach Village unit 27 on beautiful Anna Maria Island. This great location offers the perfect spot to walk to the beach or to shopping and dining in Holmes Beach. This town house features a 3 bedroom 2 ½ bathroom and an updated designer features throughout. There ...

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Holmes Beach Florida Vacation Rentals - Home
1 / 13

Holmes Beach Home
1 Bedroom / 6 Bathrooms / Sleeps 4

“ Excellent ”14 Reviews

from

$107

/ night

Email Owner
Bedrooms:1
Bathrooms:6
Sleeps:4
Type:Home
Per night:$107 - $199
Per month:$3,210 - $5,970
Pets allowed:No
Internet:Yes

3215 Gulf Drive at Palm Isle Village in Holmes Beach, FL - Anna Maria Island's NEWEST and finest condominium complex offers several fabulous holiday villas all designer decorated and with floor plans maximizing water views. A heated pool is a great place to relax after a day at ...

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Holmes Beach Florida Vacation Rentals - Home
1 / 16

Holmes Beach Home
3 Bedrooms / 7 Bathrooms / Sleeps 6

from

$343

/ night

Email Owner
Bedrooms:3
Bathrooms:7
Sleeps:6
Type:Home
Per night:$343 - $473
Per month:$10,290 - $14,190
Pets allowed:No
Internet:Yes

Welcome to the Palm Gables located at 106 36th ST directly on the Gulf of Mexico. This well- appointed 3 bedroom, 2 1/2 bath condo with heated pool on the beach. You have secure covered parking to an elevator for ease of getting to this wonderful condo. This unit is spacious; decorator...

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Holmes Beach Florida Vacation Rentals - Home
1 / 12

Holmes Beach Home
4 Bedrooms / 8 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$205

/ night

Email Owner
Bedrooms:4
Bathrooms:8
Sleeps:8
Type:Home
Per night:$205 - $468
Per month:$6,150 - $14,040
Pets allowed:No
Internet:Yes

Picture perfect custom- built vacation rental home located at 141 50th Street in Holmes Beach on Anna Maria Island! You will just love all this home has to offer and it's located WEST of Gulf Drive. With over 2, 500 square feet this home has a lot to offer! Perfectly situated just...

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Holmes Beach Florida Vacation Rentals - Home
1 / 28

Holmes Beach Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

“ Excellent ”3 Reviews

from

$294

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$294 - $420
Per month:$8,820 - $12,600
Pets allowed:No
Internet:Yes

Welcome to Island Pearl a new ground level vacation rental home on Anna Maria Island, this home is OVER the TOP! Easy stroll to the Gulf of Mexico and the white sugar sands on some of the best beaches anywhere. Short stroll in the evening for a magical sunset. Come for a holiday...

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1 / 32

Holmes Beach Home
4 Bedrooms / 8 Bathrooms / Sleeps 10

“ Excellent ”2 Reviews

from

$278

/ night

Email Owner
Bedrooms:4
Bathrooms:8
Sleeps:10
Type:Home
Per night:$278 - $515
Per month:$8,340 - $15,450
Pets allowed:Yes
Internet:Yes

Enjoy the Florida vacation life- style at this beautiful custom vacation rental home. From the moment you walk through the front door into the welcoming foyer, you will be happy you chose Casa Del Sol. This home will make your vacation so enjoyable. Just minutes the world famous ...

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