Holmes Beach Vacation Rentals, Homes, & More

Holmes Beach (165) Filter Cancel

1-50 of 165 Holmes Beach Rentals

Sort:
1  2  3  4 
1 / 19

Holmes Beach Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6
Villa / 2 Bedrooms / Sleeps 6

Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$1,275
Per week:$8,925
Pets allowed:No
Internet:Yes

Cozy Cabana- East Stylish Coastal Villa, Private Pool, 3 min walk to Beach Coastal Charm. Comfort. Convenience. These are words used to describe the new Cozy Cabana East villa, ideally located ½ a mile from historic Pine Avenue on Anna Maria Island. A quick, three minute...

See more

Close x

Holmes Beach Florida Vacation Rentals - Townhouse
1 / 24

Holmes Beach Townhouse
3 Bedrooms / 2 Bathrooms / Sleeps 6
Townhouse / 3 Bedrooms / 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...

See more

Close x

Beachcomber
1 / 14

Holmes Beach Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6
Home / 3 Bedrooms / 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
Condo / 2 Bedrooms / Sleeps 4

(1)“ 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

Holmes Beach Florida Vacation Rentals - Townhouse
1 / 24

Holmes Beach Townhouse
5 Bedrooms / 3 Bathrooms / Sleeps 12
Townhouse / 5 Bedrooms / Sleeps 12

from

$300

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Townhouse
Per night:$300 - $350
Per week:$2,199 - $5,000
Pets allowed:No
Internet:Yes

At 5 bedrooms and 3 full bathrooms, this is one of the newest rentals on Anna Maria Island. HEATED SALT WATER POOL AND SPA Straight down the road to the beach, and around the corner to restaurants, pubs & stores. Featuring a huge heated pool to relax in after your busy day,...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 17

Holmes Beach Home
5 Bedrooms / 4 Bathrooms / Sleeps 11
Home / 5 Bedrooms / Sleeps 11

from

$600

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:11
Type:Home
Per night:$600
Per week:$2,500 - $4,500
Pets allowed:No
Internet:Yes

Be one of the first to enjoy this brand new 5 bedroom, 4 bathroom beach home just a one minute walk to the famous Anna Maria Island beach. The beach stretches for miles in each directions. Feel the powdery sand between your toes and enjoy the warm Gulf waters. This home has all...

See more

Close x

Living room
1 / 9

Holmes Beach Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4
Condo / 2 Bedrooms / Sleeps 4

(2)“ Excellent ”2 Reviews

from

$100

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$100 - $195
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...

See more

Close x

Spring Break 2015

“ Excellent ”
April 19, 2015
We didn't stay at Sandy Pointe because it was already rented but we were offered another rental. We stayed at Runaway Bay and it was perfect. There was a large pool for the complex to use and the beach was right across the street. It was close to restaurants and shopping. We would recommend this rental.
Sue Vincent, Fremont, MI USA

See all reviews

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 16

Holmes Beach Home
4 Bedrooms / 3.5 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$558

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:8
Type:Home
Per night:$558 - $972
Per week:$3,900 - $6,800
Pets allowed:No
Internet:Yes

This brand new 4 bedrooms and 4 bathrooms home has some of the best sunset views on Anna Maria Island! ! Located a block from the beach, it is only a two minute walk until white powdery sand is between your toes! Easy on the kids and even easier on you! Around the corner from ...

See more

Close x

1 / 73

Holmes Beach Condo
2 Bedrooms / 1 Bathroom / Sleeps 6
Condo / 2 Bedrooms / 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...

See more

Close x

Gulf Sound
1 / 22

Holmes Beach Condo
5 Bedrooms / 3 Bathrooms / Sleeps 10
Condo / 5 Bedrooms / 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

1 / 16

Holmes Beach Villa
3 Bedrooms / 2.5 Bathrooms / Sleeps 16
Villa / 3 Bedrooms / 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...

See more

Close x

Holmes Beach Florida Vacation Rentals - Townhouse
1 / 22

Holmes Beach Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 9
Townhouse / 4 Bedrooms / 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...

See more

Close x

Living Room
1 / 6

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$130

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$130
Per week:$910
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

Holmes Beach Florida Vacation Rentals - Cottage
1 / 19

Holmes Beach Cottage
3 Bedrooms / 1 Bathroom / Sleeps 8
Cottage / 3 Bedrooms / Sleeps 8

from

$186

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:8
Type:Cottage
Per night:$186 - $329
Per week:$1,299 - $2,300
Pets allowed:No
Internet:Yes

Blue Turtle Cottage is a private house 1 property from the beach in Holmes Beach on 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 / 27

Holmes Beach Condo
2 Bedrooms / 1.5 Bathrooms / Sleeps 4
Condo / 2 Bedrooms / Sleeps 4

(5)“ 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

Holmes Beach Florida Vacation Rentals - Home
1 / 14

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$108

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$108 - $130
Per month:$3,240 - $3,900
Pets allowed:Yes
Internet:Yes

Bay Palms canal home located at 514 68th ST. Holmes Beach, Anna Maria Island, FL - - (2) Bed: (2) Bath Accommodates up to (4) people: Internet - Highspeed: No smoking: Small dogs OKKick back and relax in this charming 2 bedroom 2 bath island oasis! . Boaters will enjoy the dock...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 11

Holmes Beach Home
2 Bedrooms / 6 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

(4)“ Average ”4 Reviews

from

$173

/ night

Email Owner
Bedrooms:2
Bathrooms:6
Sleeps:6
Type:Home
Per night:$173 - $291
Per month:$5,190 - $8,730
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 / 32

Holmes Beach Home
4 Bedrooms / 8 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

(2)“ Excellent ”2 Reviews

from

$225

/ night

Email Owner
Bedrooms:4
Bathrooms:8
Sleeps:10
Type:Home
Per night:$225 - $457
Per month:$6,750 - $13,710
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 / 20

Holmes Beach Home
3 Bedrooms / 8 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$245

/ night

Email Owner
Bedrooms:3
Bathrooms:8
Sleeps:6
Type:Home
Per night:$245 - $420
Per month:$7,350 - $12,600
Pets allowed:No
Internet:No

VACATION YOUR WAY - this property welcomes SATURDAY TO SATURDAY reservations Gorgeous Gulf views located at 202 38th Street, Holmes Beach, Anna Maria Island, FL- - (3) Bed: (3. 5) Bath: Accommodates up to (6) people: King, Queen & 2 twins: Internet - Wireless: No smoking: No...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 12

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$90

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$90 - $109
Per month:$2,700 - $3,270
Pets allowed:Yes
Internet:Yes

This ground level vacation rental duplex comfortably offers soft tropical colors throughout. The living room, dining room and kitchen are an open floor plan. Relax on the cozy couch and watch a movie or enjoy a pleasant tropical breeze in the large back screened in lanai. The back...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 9

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$86

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$86 - $141
Per month:$2,580 - $4,230
Pets allowed:No
Internet:Yes

Welcome to Turtle Nest 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, ...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 29

Holmes Beach Home
2 Bedrooms / 7 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$178

/ night

Email Owner
Bedrooms:2
Bathrooms:7
Sleeps:6
Type:Home
Per night:$178 - $298
Per month:$5,340 - $8,940
Pets allowed:No
Internet:Yes

Hidden Cove is an incredibly beautiful 6- unit town home community located the white sandy beaches of Anna Maria Island. Anna Maria Island is located 40 miles south of Tampa Bay and seven miles west of Bradenton. Make plans for the perfect Island Holiday. This beautiful condo offers...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 15

Holmes Beach Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(2)“ Excellent ”2 Reviews

from

$154

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$154 - $278
Per month:$4,620 - $8,340
Pets allowed:No
Internet:Yes

Impeccably maintained "Beach Get- Away" within 500 yards of the white sandy beaches of beautiful Anna Maria Island with its miles of sugar sand beaches. This multi level 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 / 21

Holmes Beach Home
5 Bedrooms / 9 Bathrooms / Sleeps 14
Home / 5 Bedrooms / Sleeps 14

(2)“ Excellent ”2 Reviews

from

$355

/ night

Email Owner
Bedrooms:5
Bathrooms:9
Sleeps:14
Type:Home
Per night:$355 - $1,050
Per month:$10,650 - $31,500
Pets allowed:No
Internet:Yes

Ground level home located at 124 50th Street, Holmes Beach, Anna Maria Island, FL - - (5) Bed: (4. 5) Bath Accommodates up to (14) people: 2 Kings, 1Q, 4 twins, 2 Queen sleeper Sofas, Internet - Wireless: No smoking: No Pets Fantastic private custom- built vacation rental...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 12

Holmes Beach Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$154

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$154 - $278
Per month:$4,620 - $8,340
Pets allowed:No
Internet:Yes

Fantastic new private vacation rental home with outstanding features located in Holmes Beach. Relax in the beautiful lagoon style heated pool or sit around the patio in your own private tropical paradise. Ample seating will ensure everyone can relax and enjoy the extra large pool ...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 15

Holmes Beach Home
3 Bedrooms / 3 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(13)“ Excellent ”13 Reviews

from

$137

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$137 - $283
Per month:$4,110 - $8,490
Pets allowed:No
Internet:Yes

Magnificent elevated Mediterranean style vacation rental three bedroom and three bath villa in a perfect Holmes Beach location close to the pristine beaches, choice restaurants and fabulous shopping experiences. Private home has a lushly landscaped yard and lots of character! Maple...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 17

Holmes Beach Home
8 Bedrooms / 7 Bathrooms / Sleeps 23
Home / 8 Bedrooms / Sleeps 23

from

$446

/ night

Email Owner
Bedrooms:8
Bathrooms:7
Sleeps:23
Type:Home
Per night:$446 - $1,106
Per month:$13,380 - $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 / 12

Holmes Beach Home
3 Bedrooms / 7 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(2)“ Excellent ”2 Reviews

from

$264

/ night

Email Owner
Bedrooms:3
Bathrooms:7
Sleeps:6
Type:Home
Per night:$264 - $477
Per month:$7,920 - $14,310
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...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 20

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / 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
Home / 2 Bedrooms / Sleeps 6

from

$143

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$143 - $200
Per month:$4,290 - $6,000
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
Home / 3 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$237

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$237 - $424
Per month:$7,110 - $12,720
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
Home / 2 Bedrooms / Sleeps 6

(9)“ Excellent ”9 Reviews

from

$161

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$161 - $229
Per month:$4,830 - $6,870
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 / 12

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

(6)“ Excellent ”6 Reviews

from

$124

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$124 - $161
Per month:$3,720 - $4,830
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 / 13

Holmes Beach Home
3 Bedrooms / 7 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$111

/ night

Email Owner
Bedrooms:3
Bathrooms:7
Sleeps:6
Type:Home
Per night:$111 - $201
Per month:$3,330 - $6,030
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...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 11

Holmes Beach Home
3 Bedrooms / 2 Bathrooms / Sleeps 5
Home / 3 Bedrooms / Sleeps 5

from

$414

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:5
Type:Home
Per night:$414 - $543
Per month:$12,420 - $16,290
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...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 17

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

(2)“ Excellent ”2 Reviews

from

$69

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$69 - $114
Per month:$2,070 - $3,420
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 / 18

Holmes Beach Home
1 Bedroom / 6 Bathrooms / Sleeps 4
Home / 1 Bedroom / Sleeps 4

from

$100

/ night

Email Owner
Bedrooms:1
Bathrooms:6
Sleeps:4
Type:Home
Per night:$100 - $171
Per month:$3,000 - $5,130
Pets allowed:No
Internet:Yes

Lovely Gulf Front Condo... Perfect get away condo for a holiday rental with a large pool and nestled right in the sands of the gulf beaches. Whether you stay a week or a month this is the perfect place for a winter retreat, beach rental or an island escape. There are so many island...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 5

Holmes Beach Home
1 Bedroom / 6 Bathrooms / Sleeps 4
Home / 1 Bedroom / Sleeps 4

from

$165

/ night

Email Owner
Bedrooms:1
Bathrooms:6
Sleeps:4
Type:Home
Per night:$165 - $225
Per month:$4,950 - $6,750
Pets allowed:No
Internet:Yes

Effective November 15th 2014 this unit will have an updated interior. 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 winter...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 26

Holmes Beach Home
3 Bedrooms / 3 Bathrooms / Sleeps 6
Home / 3 Bedrooms / 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...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 17

Holmes Beach Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

(3)“ Excellent ”3 Reviews

from

$129

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$129 - $232
Per month:$3,870 - $6,960
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 / 21

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$286

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$286 - $345
Per month:$8,580 - $10,350
Pets allowed:No
Internet:Yes

No need for shoes at this direct Gulf front condo. Out the door, down the steps, and your feet are in the sand. No streets to cross, you are on the beach! The view from your open air lanai is fantastic! You’ll love seeing dolphins swim by as you sip on your morning coffee. ...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 24

Holmes Beach Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$165

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$165 - $185
Per month:$4,950 - $5,550
Pets allowed:No
Internet:Yes

Perfect for families - the kids will LOVE the bunk beds in the guest room! 3206 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...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 29

Holmes Beach Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$225

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$225 - $324
Per month:$6,750 - $9,720
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 / 17

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$141

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$141 - $284
Per month:$4,230 - $8,520
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 / 33

Holmes Beach Home
3 Bedrooms / 7 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$241

/ night

Email Owner
Bedrooms:3
Bathrooms:7
Sleeps:8
Type:Home
Per night:$241 - $374
Per month:$7,230 - $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 / 19

Holmes Beach Home
3 Bedrooms / 7 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$111

/ night

Email Owner
Bedrooms:3
Bathrooms:7
Sleeps:8
Type:Home
Per night:$111 - $201
Per month:$3,330 - $6,030
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 / 11

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

(6)“ Excellent ”6 Reviews

from

$110

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$110 - $225
Per month:$3,300 - $6,750
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 / 22

Holmes Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 4
Home / 2 Bedrooms / 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 / 28

Holmes Beach Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$180

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$180 - $315
Per month:$5,400 - $9,450
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...

See more

Close x

Holmes Beach Florida Vacation Rentals - Home
1 / 17

Holmes Beach Home
2 Bedrooms / 7 Bathrooms / Sleeps 7
Home / 2 Bedrooms / Sleeps 7

(2)“ Excellent ”2 Reviews

from

$100

/ night

Email Owner
Bedrooms:2
Bathrooms:7
Sleeps:7
Type:Home
Per night:$100 - $180
Per month:$3,000 - $5,400
Pets allowed:No
Internet:Yes

Gracious Town Home located at 3701 Gulf Drive, Holmes Beach, Anna Maria Island, FL - - (2) Bed: (2. 5) Bath: Accommodates up to (6) people: 1 Queen, 2 Twins & Sleeper Sofa: wirless internet, No smoking: No Pets. Absolutely fabulous two bedroom and two and a half baths in Gulfview...

See more

Close x

1  2  3  4 
1234
page 1 of 4
Loading...
Click for larger map
Loading...
Show Big Map
  • Price

  • Bedrooms

    Guests

  • Amenities

    • More