Holmes Beach Vacation Rentals, Homes, & More

1-50 of 156 Holmes Beach Rentals

Sort:
1  2  3  4 
1 / 20

Holmes Beach Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$225

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$225 - $255
Per week:$1,575 - $1,785
Pets allowed:No
Internet:Yes

The Tropical Paradise, located at 205 68th Street in Holmes Beach is a charming home with a caged, heated pool. This spacious three bedroom, two bath home has just undergone major renovations with all new paint inside and out as well as all new furnishings. It is beautifully ...

See more

Close x

Beachcomber
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 ...

See more

Close x

View from the balcony, enjoy meals and a view
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...

See more

Close x

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

See all reviews

Close x

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...

See more

Close x

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

See all reviews

Close x

Gulf Sound
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,...

See more

Close x

Holmes Beach Florida Vacation Rentals - Cottage
1 / 16

Holmes Beach Cottage
3 Bedrooms / 1 Bathroom / Sleeps 8

from

$285

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:8
Type:Cottage
Per night:$285
Per week:$1,995
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...

See more

Close x

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 ...

See more

Close x

Living Room
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 ...

See more

Close x

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 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 are ...

See more

Close x

Living room
1 / 9

Holmes Beach Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”1 Review

from

$108

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$108 - $186
Per week:$750 - $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...

See more

Close x

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

See all reviews

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 17

Holmes Beach Home
8 Bedrooms / 7 Bathrooms / Sleeps 23

from

$358

/ night

Email Owner
Bedrooms:8
Bathrooms:7
Sleeps:23
Type:Home
Per night:$358 - $1,106
Per month:$10,740 - $33,180
Pets allowed:No
Internet:Yes

Enjoy these new elevated vacation rental homes with two private lagoon style pools and lush tropical plants about two blocks to the beach in Holmes Beach. Fashionably yet comfortably decorated living rooms offers big comfy furniture centered around a new 50" flat screen TV with DVD/BluRay...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 17

Holmes Beach Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”3 Reviews

from

$129

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$129 - $265
Per month:$3,870 - $7,950
Pets allowed:No
Internet:Yes

Welcome to Almost Heaven a charming single family pool home which is a short stroll to the beach. This tropical three bedroom and two bath beach vacation rental cottage is completely renovated with all that one could need to be on holiday. The caged heated pool and lanai area is great...

See more

Close x

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 - $200
Per month:$3,870 - $6,000
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...

See more

Close x

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 - $210
Per month:$4,290 - $6,300
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...

See more

Close x

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...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 9

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”9 Reviews

from

$161

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$161 - $247
Per month:$4,830 - $7,410
Pets allowed:No
Internet:Yes

Recently remodeled island duplex just steps to the pristine Gulf of Mexico beaches of Holmes Beach. This vacation rental has been lovingly remodeled, and furnished with everything you could desire for a trip to our little "Peace" of paradise. The light and bright interior will allow...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 13

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”6 Reviews

from

$120

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$120 - $181
Per month:$3,600 - $5,430
Pets allowed:No
Internet:Yes

Tiffany Place located at 7000 Gulf Drive Holmes Beach, FL is a gulf front condominium complex on the Gulf of Mexico. Sit and relax on your private balcony of your vacation rental or take a dip in the large heated pool. This well cared for Gulf Front condo is nicely furnished and ...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 17

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”2 Reviews

from

$69

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$69 - $139
Per month:$2,070 - $4,170
Pets allowed:No
Internet:Yes

Gulf of Mexico glimpses and sparkling pool views! Elegantly furnished two bedroom and two bath condo with brand new Tommy Bahama style furnishings. Sit by the heated pool after a stroll on the white, sandy beach of Holmes Beach just across the street! There are 16 units in this...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 11

Holmes Beach Home
2 Bedrooms / 6 Bathrooms / Sleeps 6

“ Average ”4 Reviews

from

$173

/ night

Email Owner
Bedrooms:2
Bathrooms:6
Sleeps:6
Type:Home
Per night:$173 - $388
Per month:$5,190 - $11,640
Pets allowed:No
Internet:Yes

Panoramic views from this wonderful vacation rental duplex which sits literally foot steps to the Anna Maria Island sugar white sands. Views are visible from the large open deck, the front dining area and kitchen. There are two large bedrooms both offering king size beds decorated...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 29

Holmes Beach Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$225

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$225 - $345
Per month:$6,750 - $10,350
Pets allowed:No
Internet:Yes

Gorgeous completely renovated three bedroom, two bath large beach vacation rental cottage on corner lot in Anna Maria city. Pool area is a tropical paradise with plenty of room for everyone to sit back relax and stay cool! The light open floor plan offers the living room, kitchen,...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 33

Holmes Beach Home
3 Bedrooms / 7 Bathrooms / Sleeps 8

from

$235

/ night

Email Owner
Bedrooms:3
Bathrooms:7
Sleeps:8
Type:Home
Per night:$235 - $374
Per month:$7,050 - $11,220
Pets allowed:No
Internet:Yes

Impeccably maintained island home in the heart of Holmes Beach located on beautiful Anna Maria Island, Florida and near the beaches with its miles of sugar sand beaches. This vacation rental home offers casual island luxury, an open floor plan with volume ceilings, a large terrace,...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 17

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$141

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$141 - $324
Per month:$4,230 - $9,720
Pets allowed:No
Internet:Yes

Enjoy this beautifully furnished and renovated direct Gulf front vacation rental condo with a heated pool beachside. This spacious two bedroom, two bath unit is perfect for your vacation enjoyment. The living room features nice comfortable furniture to sit around and relax after ...

See more

Close x

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 ...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 22

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 - $171
Per month:$2,580 - $5,130
Pets allowed:No
Internet:Yes

Welcome to Nautilus Condominiums located at 7100 Gulf DR. Holmes Beach on beautiful Anna Maria Island. FL . The Nautilus Complex is directly on the Gulf of Mexico and has the best beaches on the West coast of Florida. Unit 105 is a ground level 2 bedroom 2 bathroom condo and it has...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 11

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”6 Reviews

from

$110

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$110 - $252
Per month:$3,300 - $7,560
Pets allowed:Yes
Internet:Yes

Sun Fish - Anna Maria Island's chic upscale development offers this vacation rental attached 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...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 28

Holmes Beach Home
4 Bedrooms / 7 Bathrooms / Sleeps 10

from

$214

/ night

Email Owner
Bedrooms:4
Bathrooms:7
Sleeps:10
Type:Home
Per night:$214 - $478
Per month:$6,420 - $14,340
Pets allowed:No
Internet:Yes

STAY JANUARY 2015 at 25% off! . No other discounts would apply. Fantastic private custom- built vacation rental home just a short stroll to the white sandy beaches of Anna Maria Island and the Gulf of Mexico. Enjoy the large heated pool that boasts a cascading rock waterfall and fire...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 26

Holmes Beach Home
3 Bedrooms / 7 Bathrooms / Sleeps 9

“ Excellent ”1 Review

from

$120

/ night

Email Owner
Bedrooms:3
Bathrooms:7
Sleeps:9
Type:Home
Per night:$120 - $315
Per month:$3,600 - $9,450
Pets allowed:Yes
Internet:Yes

VACATION YOUR WAY - this property welcomes SATURDAY TO SATURDAY reservations West of Gulf Drive located at 131W White Avenue, Holmes Beach, Anna Maria Island, FL - - (3) Bed: (2. 5) Bath: Accommodates up to (9) people: 2 Kings, 2 twins, Trundle, and Air Mattress: No Smoking:...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 32

Holmes Beach Home
4 Bedrooms / 8 Bathrooms / Sleeps 10

“ Excellent ”2 Reviews

from

$225

/ night

Email Owner
Bedrooms:4
Bathrooms:8
Sleeps:10
Type:Home
Per night:$225 - $515
Per month:$6,750 - $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 ...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 25

Holmes Beach Home
4 Bedrooms / 8 Bathrooms / Sleeps 11

from

$179

/ night

Email Owner
Bedrooms:4
Bathrooms:8
Sleeps:11
Type:Home
Per night:$179 - $500
Per month:$5,370 - $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 ...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 10

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$129

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$129 - $212
Per month:$3,870 - $6,360
Pets allowed:No
Internet:Yes

Star Fish Beach 3 - Anna Maria Island's premier 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...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 10

Holmes Beach Home
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”1 Review

from

$100

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Home
Per night:$100 - $160
Per month:$3,000 - $4,800
Pets allowed:No
Internet:Yes

Second floor condo with peeks from the front porch of the Gulf of Mexico. A new kitchen was just installed in this well cared for condo. This island vacation rental condo just one short block to the best beaches Anna Maria Island has to offer. Enjoy this small and quaint condo complex...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 17

Holmes Beach Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”9 Reviews

from

$172

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$172 - $394
Per month:$5,160 - $11,820
Pets allowed:No
Internet:Yes

Recently remodeled four bedroom and two bath private vacation rental home just steps to the pristine Gulf of Mexico beaches. Just steps to the beach literally translates to, you walk 100' north to 30th Street then 100' west and you are on the sand. That's 200' + 10' across the alley....

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 20

Holmes Beach Home
4 Bedrooms / 7 Bathrooms / Sleeps 8

“ Excellent ”3 Reviews

from

$321

/ night

Email Owner
Bedrooms:4
Bathrooms:7
Sleeps:8
Type:Home
Per night:$321 - $391
Per month:$9,630 - $11,730
Pets allowed:No
Internet:Yes

Wiggle your toes in the sand…relax with your morning coffee, afternoon tea or sunset drinks - or all three - on the white sandy beach which is just a short stroll from this luxury rental. Beach Retreat is a newly renovated 4 bedroom, 2½ bath vacation home just steps from the...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 29

Holmes Beach Home
3 Bedrooms / 7 Bathrooms / Sleeps 6

from

$103

/ night

Email Owner
Bedrooms:3
Bathrooms:7
Sleeps:6
Type:Home
Per night:$103 - $230
Per month:$3,090 - $6,900
Pets allowed:No
Internet:Yes

Ultra- spacious 1520 sq ft 3 bedroom, 2. 5 bath holiday condo located at 6250 Holmes Blvd in North Beach Village of Holmes Beach just 1 block from the pristine Anna Maria Island beaches. Lush landscaping gives this townhome privacy and charm. Townhouse- style layout with a 2- car...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 21

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$100

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$100 - $200
Per month:$3,000 - $6,000
Pets allowed:No
Internet:Yes

Unique island vacation rental home with sensational sunset views from the large open elevated deck. This home offers wonderful architectural design by Frank Lloyd Wright Fellow and H. Patterson Fletcher. Beautiful hardwood floors upstairs and ceramic floors downstairs. This home is...

See more

Close x

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...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 30

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$167

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$167 - $193
Per month:$5,010 - $5,790
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...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 13

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

Enjoy a magical sunset in this updated Gulf of Mexico DIRECT top floor beachfront Condo. Perfect family condo for a holiday rental with a large heated pool and nestled right in the sands of the Gulf of Mexico beaches. Enjoy a sunset right on your direct gulf front covered open lanai....

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 14

Holmes Beach Home
3 Bedrooms / 7 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$182

/ night

Email Owner
Bedrooms:3
Bathrooms:7
Sleeps:6
Type:Home
Per night:$182
Per month:$5,460
Pets allowed:Yes
Internet:Yes

This spacious Canal front pool home is located in the desirable Key Royale subdivision of Holmes Beach. The sparkling blue water fully caged pool allows you to float your cares away. The pool/lanai area is very large with spaces to relax, eat and swim. This vacation rental home is...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 18

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$165

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$165 - $268
Per month:$4,950 - $8,040
Pets allowed:No
Internet:Yes

Welcome to the Water's Edge Condo complex in Holmes Beach, FL. Enjoy this direct gulf front 2 bedroom 2 bathroom condo with views that are among the best on the Gulf of Mexico. This condo was just completely re- done to the highest of standards and you will want to come back year...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 24

Holmes Beach Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$137

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$137 - $356
Per month:$4,110 - $10,680
Pets allowed:No
Internet:Yes

VACATION YOUR WAY - this property welcomes SATURDAY TO SATURDAY reservations 200 66th St, Holmes Beach, Anna Maria Island, FL... Steps from the Gulf Beaches - - (3) Bed: (2) Bath: Accommodates up to (6) people: 1 King, 1 Queen and 2 Twins: Internet - Wireless: No smoking: ALL...

See more

Close x

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...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 41

Holmes Beach Home
6 Bedrooms / 9 Bathrooms / Sleeps 16

“ Excellent ”11 Reviews

from

$271

/ night

Email Owner
Bedrooms:6
Bathrooms:9
Sleeps:16
Type:Home
Per night:$271 - $1,030
Per month:$8,130 - $30,900
Pets allowed:Yes
Internet:Yes

Gulf Peeks from this New Luxury Home located at 203W 69th Street, Holmes Beach, Anna Maria Island, FL- - (6) Bed: (4. 5) Bath: Accommodates up to (16) people: 4 Kings, 1 Queen, 2 Twins & 2 Queen Sleeper Sofas: Internet - Wireless: No smoking: Pet Friendly. Fantastic new private...

See more

Close x

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 - $735
Per month:$18,000 - $22,050
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...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 25

Holmes Beach Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

from

$386

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$386 - $786
Per month:$11,580 - $23,580
Pets allowed:No
Internet:Yes

Located on beautiful Anna Maria Island, this La Plage single family home is located within the LaPlage Condo complex. One of the few complexes on the Island that have a full front beach view and a beach facing pool. Experience a luxurious beach vacation with over 4, 300 square feet...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 30

Holmes Beach Home
5 Bedrooms / 8 Bathrooms / Sleeps 10

“ Excellent ”14 Reviews

from

$315

/ night

Email Owner
Bedrooms:5
Bathrooms:8
Sleeps:10
Type:Home
Per night:$315 - $618
Per month:$9,450 - $18,540
Pets allowed:Yes
Internet:Yes

RECENT UPDATES! ! ! This property was recently updated with new features and amenities including; new patio furniture, new bench seats, a new entry table, new grill, new patio doors, updated décor, new lighting, wall pictures, throw pillows, bedding and ceiling fans. Large...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 27

Holmes Beach Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

from

$294

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$294 - $449
Per month:$8,820 - $13,470
Pets allowed:No
Internet:Yes

Welcome to Catchin' Rays located at 6801 Gulf Drive, Holmes Beach. Only 150 steps to the Gulf of Mexico and the best beaches on the West Coast of Florida. New to the vacation rental program and this ground level vacation 4 bedrooms, 4 bathroom vacation rental home is located on ...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 19

Holmes Beach Home
3 Bedrooms / 3 Bathrooms / Sleeps 7

from

$312

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:7
Type:Home
Per night:$312 - $521
Per month:$9,360 - $15,630
Pets allowed:No
Internet:Yes

Luxury is yours with this brand new gulf view rare three bedroom and three full bath luxury holiday condo. Pamper yourself and stay awhile on our little "peace" of paradise known as Anna Maria Island. Relax your cares away in the master suite fit for royalty with king size bed, dual...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 12

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”6 Reviews

from

$110

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$110 - $252
Per month:$3,300 - $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...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 14

Holmes Beach Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$168

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$168 - $352
Per month:$5,040 - $10,560
Pets allowed:No
Internet:Yes

BRAND NEW "Coastal Cottage" Island Home located at 125 47th St Street, Holmes Beach, Anna Maria Island, FL - - (3) Bed: Queen sleeper (3) Bath Accommodates up to (8) people: Internet - Wireless: No smoking: No Pets. Pack n play and high chair are included. Fantastic private vacation...

See more

Close x

1  2  3  4 
Loading...
Click for larger map
Loading...
Show Big Map
  • Price

  • Bedrooms

    Guests

  • Amenities

    • More