Holmes Beach Vacation Rentals & House Rentals with Swimming Pool - 160 Rentals Available.
160 Vacation rentals
Filters applied: Swimming pool

BRAND NEW STUNNING 6 Bed 6.5 Bath 2 min 2 beach - Bikes Pool Spa Grill VIEWS!
Holmes Beach House
- 6 bedrooms 6
- 7 bathrooms
- sleeps 14 14
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$699.00
from $699.00 / night

$225 NIGHTLY/ $1500 WEEKLY ++ UNTIL THANKSGIVING 2018, POOL/SPA, NETFLIX, BIKES
Holmes Beach Townhouse
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$299.00
from $299.00 / night

$250 NIGHTLY ++ 2018 LARGE HEATED POOL/SPA, BIKES, FREE WIFI & NETFLIX
Holmes Beach House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$399.00
from $399.00 / night

$299 nightly till thanksgiving, Elevator, pool hot tub, outside t.v
Holmes Beach House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- 4 nights min
- Nearest beach 0.02 mi
- Swimming pool
- Child friendly
$800.00
from $800.00 / night

$199 nightly or $1200 ++ weekly Till 11/16/18, Bikes, beach gear bonus den area
Holmes Beach Townhouse
- 3 bedrooms 3
- 4 bathrooms
- sleeps 8 8
- 4 nights min
- Swimming pool
- Ask about children
- Air conditioning
$500.00
from $500.00 / night

Beach House on Anna Maria Island-Rental Openings
Holmes Beach Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 3 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$287.00
from $287.00 / night

$199++ NIGHTLY UNTIL 2019- sleeps 6 in beds, pool/spa *not good for holidays
Holmes Beach Townhouse
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$500.00
from $500.00 / night

Brand New 4 Bed/3 Bath Kayaks Bikes Heated Pool & Spa Free WiFi Minute 2 BEACH
Holmes Beach House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 4 nights min
- Nearest beach 0.01 mi
- Swimming pool
- Child friendly
$750.00
from $750.00 / night

Gulf View Townhouse (Unit 2) remodeled, granite counters, new tile and carpet
Holmes Beach Townhouse
- 2 bedrooms 2
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Nearest beach 0.05 mi
- Swimming pool
- Child friendly
$172.00
from $172.00 / night

FALL SPECIAL $1999 WEEKLY ++ SLEEPS 8 -HEATED POOL,SPA, BEACH GEAR, BIKES
Holmes Beach House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$700.00
from $700.00 / night

$1999 WEEKLY UNTIL DEC 19TH OR $325 NIGHTLY++ POOL/ SPA BEACH GEAR BONUS ROOM
Holmes Beach House
- 3 bedrooms 3
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$600.00
from $600.00 / night

$159 nightly/ $999++ weekly, large pool, covered outside seating. Sleeps 6
Holmes Beach House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Car not necessary
$499.00
from $499.00 / night

Stunning 6 Bed 5.5 Bath Heated Pool Spa Water Slide FREE WiFi Gulf Views
Holmes Beach House
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- min stay varies
- Nearest beach 0.01 mi
- Swimming pool
- Child friendly
$749.00
from $749.00 / night

Beach Walk- 219 81st St, Holmes Beach
Holmes Beach House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$200.00
from $200.00 / night

Hals Haven With Pool- 205 70th St, Holmes Beach
Holmes Beach House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$165.00
from $165.00 / night

Enchanted Beach- 6006 Gulf Dr, Unit 111
Holmes Beach House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 14 nights min
- Swimming pool
- Child friendly
- Air conditioning
$215.00
from $215.00 / night

Waters Edge Condo Unit 206- 5808 Gulf Dr, Holmes Beach
Holmes Beach House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$129.00
from $129.00 / night

Martinique South Beach Front Unit 102- 5200 Gulf Dr, Holmes Beach
Holmes Beach House
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$125.00
from $125.00 / night
Your search has been expanded 19.1 miles to include more rentals

Luxurious Lakeside Villa -Pool,Spa & Games Room
Bradenton Villa - 16.1 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$180.00
from $180.00 / night

Sarasota-Siesta Key Coastal Five Bedroom with Pool and Spa
Siesta Key House - 19.1 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 13 13
- 7 nights min
- Swimming pool
- Child friendly
- Car not necessary
$516.00
from $516.00 / night

Beautiful Braden River Waterfront Retreat!
Bradenton House - 12.9 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Beach/lakeside relaxation
- Nearest beach 15 mi
- Swimming pool
Responds fast! Avg. 1 hour 39 minutes
$150.00
from $150.00 / night

Luxuriously Furnished Executive Villa with Privacy
Bradenton House - 15.4 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 14 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$279.00
from $279.00 / night

Walk to beach & St Armand's Circle !!!
Sarasota Guest house - 15.5 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 7 nights min
- Swimming pool
- Car not necessary
- Air conditioning
$148.00
from $148.00 / night

The Waterview Private Pool, Hot Tub, Games Room
Bradenton House - 5.2 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$158.00
from $158.00 / night

Whispers Island Beach Condos. DISCOUNTED! 1BR
Treasure Island Condo - 18.6 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
Responds fast! Avg. 2 hours 11 minutes
$92.00
from $92.00 / night

Sunset Beach Treasure Island Paradise
Treasure Island Condo - 17.3 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- 5 nights min
- Swimming pool
- Child friendly
- Car not necessary
Responds fast! Avg. 3 hours 6 minutes
$92.00
from $92.00 / night

50 Steps to Sand! Sunset Beach-Gulf View & Pool!
Treasure Island Condo - 17.1 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Nearest beach 0 mi
- Swimming pool
- Child friendly
$83.00
from $83.00 / night

Lovely 3 BR Home with Office & Heated Pool at Tara
Bradenton House - 15.4 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Nearest beach 20 mi
- Swimming pool
- Child friendly
Responds fast! Avg. 3 hours 50 minutes
$144.00
from $144.00 / night

A Tropical 2Br Retreat on a Florida Isle
Siesta Key Condo - 19.1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$311.00
from $311.00 / night

Sea the View - 4/3 Waterfront, Heated Pool, w/Spa, Near Beach [Sleeps 10]
Siesta Key House - 18.6 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 3 hours 27 minutes
$260.00
from $260.00 / night

Stunning Beach Front Pool Home (Sand Castle Unit)
Sarasota House - 18.2 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 11 11
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
Responds fast! Avg. 2 hours 25 minutes
$516.00
from $516.00 / night

Holiday home of your dreams
Bradenton House - 15.3 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 14 nights min
- Swimming pool
- Child friendly
- Air conditioning
$315.00
from $315.00 / night

ULTIMATE ST PETE BEACH FRONT RENTAL CONDO #101
St. Pete Beach Condo - 16.2 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$202.00
from $202.00 / night

Dreams are Made of Sand, Sun & Fun on Isla del Sol
St. Petersburg Condo - 13.9 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Nearest beach 4 mi
- Swimming pool
- Child friendly
$82.00
from $82.00 / night

Tropical Breezes Will Blow You Away on Isla!!!
St. Petersburg Apartment - 14.1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Nearest beach 3 mi
- Swimming pool
- Child friendly
$72.00
from $72.00 / night

Paradise Awaits You on Isla del Sol!!!
St. Petersburg Apartment - 13.9 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 4 mi
- Swimming pool
$85.00
from $85.00 / night
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