Find Hotels with a Pool in Highland View, FL

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Check availability on Highland View Hotels with a Pool

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Dec 6 - Dec 7
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Dec 7 - Dec 8
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Dec 12 - Dec 14
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Dec 19 - Dec 21

Top Highland View Hotels with a Pool

Pool
🌅Snowbird Retreat-Walk to Beach, Pets Welcome! 4BR Blue Bay Getaway🌅

🌅Snowbird Retreat-Walk to Beach, Pets Welcome! 4BR Blue Bay Getaway🌅

Port St Joe
7.0 out of 10, Good, (2)
"We had the best time. Loved being secluded from the crowds. No wait times anywhere. Loved!"
United States
Anonymous traveler
$750 nightly
The price is $823
Dec 7 - Dec 8
Total with taxes and fees
🌅Snowbird Retreat-Walk to Beach, Pets Welcome! 4BR Blue Bay Getaway🌅
Exterior
The Port Inn and Cottages, an Ascend Collection Hotel

The Port Inn and Cottages, an Ascend Collection Hotel

3.5 star property
Downtown Port St. Joe
9.0 out of 10, Wonderful, (401)
"Enjoyed our stay."
United States
Richard
$118 nightly
The price is $132
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Port Inn and Cottages, an Ascend Collection Hotel
Outdoor pool
MainStay Suites Port Saint Joe South

MainStay Suites Port Saint Joe South

2.5 star property
Port St. Joe
8.6 out of 10, Excellent, (694)
"Room was clean, kitchen very clean, hotel staff was very friendly "
United States
Donna
$110 nightly
The price is $123
Dec 14 - Dec 15
Total with taxes and fees
MainStay Suites Port Saint Joe South
Aerial view
Cape Cottages by Panhandle Getaways

Cape Cottages by Panhandle Getaways

3.5 star property
Port St. Joe
10.0 out of 10, Exceptional, (4)
"Brand new, quaint spot with really comfortable beds. "
United States
Anonymous traveler
$474 nightly
The price is $531
Dec 8 - Dec 9
Total with taxes and fees
Cape Cottages by Panhandle Getaways
Outdoor dining
Cozy Cottage 1 of 4 with Bay Views| 2BR | Pool | Grill | Near Bay & Gulf

Cozy Cottage 1 of 4 with Bay Views| 2BR | Pool | Grill | Near Bay & Gulf

Downtown Port St. Joe
10.0 out of 10, Exceptional, (1)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The cottage was nice, clean and well equipped for the price. Perfect for empty nesters who don’t need a big house but want more than a hotel room."
United States
David S.
$215 nightly
The price is $237
Dec 8 - Dec 9
Total with taxes and fees
Cozy Cottage 1 of 4 with Bay Views| 2BR | Pool | Grill | Near Bay & Gulf
Terrace/patio
Welcoming Cottage with Hot Tub - 1 Mile to Windmark Beach

Welcoming Cottage with Hot Tub - 1 Mile to Windmark Beach

Port St. Joe
9.0 out of 10, Wonderful, (76)
"Great house and location close to everything!"
United States
Steven S.
$321 nightly
The price is $356
Dec 7 - Dec 8
Total with taxes and fees
Welcoming Cottage with Hot Tub - 1 Mile to Windmark Beach
Property grounds
Minutes from sandy beaches. In gated community with pools, hot tub, fitness room

Minutes from sandy beaches. In gated community with pools, hot tub, fitness room

Port St. Joe
9.6 out of 10, Exceptional, (23)
"Barefoot Cottage community was a lovely vacation spot. So close to beaches and Downtown Port St. Joe. Owner was very responsive; would definitely stay here again!"
United States
Kathy D.
$290 nightly
The price is $320
Dec 7 - Dec 8
Total with taxes and fees
Minutes from sandy beaches. In gated community with pools, hot tub, fitness room
A heated pool
Gulf View Family Friendly Home w/ Private Pool North Cape

Gulf View Family Friendly Home w/ Private Pool North Cape

Port St Joe
10.0 out of 10, Exceptional, (43)
"We love this house, the pool, the porch, the view, the location!!!"
United States
Diane P.
$564 nightly
The price is $624
Dec 7 - Dec 8
Total with taxes and fees
Gulf View Family Friendly Home w/ Private Pool North Cape
A heated pool
6 Min Walk to Beach–HeatedPool,GolfCart,bikes&BBQ

6 Min Walk to Beach–HeatedPool,GolfCart,bikes&BBQ

Port St Joe
10.0 out of 10, Exceptional, (86)
"Great vacation! Very convenient location with easy access to beach and shopping!"
United States
Patsy H.
$502 nightly
The price is $556
Dec 7 - Dec 8
Total with taxes and fees
6 Min Walk to Beach–HeatedPool,GolfCart,bikes&BBQ
Outdoor pool, a heated pool
⭐⭐⭐ Ask about snow bird rates / Gulf Views / Pet friendly ⭐⭐⭐

⭐⭐⭐ Ask about snow bird rates / Gulf Views / Pet friendly ⭐⭐⭐

Port St. Joe
10.0 out of 10, Exceptional, (33)
"Great location. No frills, but good place to stay. "
United States
C T.
$477 nightly
The price is $528
Dec 7 - Dec 8
Total with taxes and fees
⭐⭐⭐ Ask about snow bird rates / Gulf Views / Pet friendly ⭐⭐⭐
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Highland View Hotel Reviews

MainStay Suites Port Saint Joe South

MainStay Suites Port Saint Joe South

10/10 Excellent
"Everything was great. Friendly, accommodating staff. Awesome breakfast"
Theresa 7-night trip
Posted 6 days ago
MainStay Suites Port Saint Joe South
The Port Inn and Cottages, an Ascend Collection Hotel

The Port Inn and Cottages, an Ascend Collection Hotel

10/10 Excellent
"Perfect! We loved our stay here! "
Jill 2-night trip
Posted 2 weeks ago
The Port Inn and Cottages, an Ascend Collection Hotel

Frequently asked questions

What are some accommodations with pools in Highland View?
MainStay Suites Port Saint Joe South: Features a snack bar/deli, an outdoor pool, and daily. The Port Inn and Cottages, an Ascend Collection Hotel: Offers daily, an outdoor pool, and complimentary wireless internet access. Mexico Beach Condo steps from the beach! ~Snowbird Rates Available~: Features complimentary wireless internet access, a pool, and kitchens. Gulf Front Family Beach House:Heated Pool:Hot Tub:Outdoor Game Tables: Offers sun loungers, a pool, and complimentary wireless internet access. The Shipwreck Cottage is your beach vacation spot!: Features complimentary wireless internet access, a communal pool, and kitchens.
What is there to see and do in Highland View?
Enjoy a stroll along the shore at Windmark Beach and Saint Joe Beach. Discover sights such as Forgotten Coast Sea Turtle Center, St. Joseph Peninsula State Park, and T.H. Stone Memorial St. Joseph Peninsula State Park during your stay.
When is the best time to book a hotel with a pool in Highland View?
Taking into account the local weather in Highland View is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 60°F. The rainiest months in Highland View are August, July, June, and September, with each month seeing an average of 7 inches of rainfall.

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