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Top Holiday Rentals in Pensacola

Lake View Summer Escape - 6th Night FREE!

10.0 out of 10, Exceptional, (37)
"Perfect for a short getaway."
Lake View Summer Escape - 6th Night FREE!

Grand Lake's Newest Two Bedroom Two Bathroom Cottage Plus Full Hookup RV Spot

9.6 out of 10, Exceptional, (24)
"From check in to check out, our stay here was perfect! We cannot wait to come back! "
The price is £254
includes taxes & fees
17 Aug - 18 Aug
Grand Lake's Newest Two Bedroom Two Bathroom Cottage Plus Full Hookup RV Spot

Lakefront Family Getaway • Dock • Fire Pit • Game Room • Dogs Welcome

10.0 out of 10, Exceptional, (28)
"Enjoyed our stay! "
The price is £419
includes taxes & fees
17 Aug - 18 Aug
Lakefront Family Getaway • Dock • Fire Pit • Game Room • Dogs Welcome

Modern Luxury Lakefront w/ Hot Tub, Unbelievable Views!

9.8 out of 10, Exceptional, (7)
"This place is awesome. It absolutely exceeded all of our expectations and we will 100 percent rebook this location for future stays. "
Modern Luxury Lakefront w/ Hot Tub, Unbelievable Views!

Grand Lake Views + Fire Pit: Monkey Island Home!

9.8 out of 10, Exceptional, (53)
"Had a great stay. Great location and very clean property. Would definitely stay again."
Grand Lake Views + Fire Pit: Monkey Island Home!

Waterfall View Cabin at White Buffalo Lodge; Family-friendly with lake access

2.0 star property
9.0 out of 10, Wonderful, (4)
"Property was even better than the pictures, host communication was great and they were very friendly. Would definitely stay again."
The price is £185
includes taxes & fees
14 Aug - 15 Aug
Waterfall View Cabin at White Buffalo Lodge; Family-friendly with lake access

Harbor House Monkey Island, 3bd/3ba, Dock, FirePit

2.0 star property
9.8 out of 10, Exceptional, (8)
"The property matched the listing and we had everything we wanted! Awesome house and very smooth experience overall. Highly recommend!"
The price is £573
includes taxes & fees
18 Aug - 19 Aug
Harbor House Monkey Island, 3bd/3ba, Dock, FirePit

Lakeside, Boat Dock and Hot Tub with this small quaint cottage.

2.0 star property
10.0 out of 10, Exceptional, (6)
"Waterfront home very nice! Located on a quiet cove. We were able to fish and enjoy the beautiful view! We definitely plan to go again! "
The price is £128
includes taxes & fees
21 Aug - 22 Aug
Lakeside, Boat Dock and Hot Tub with this small quaint cottage.

Grand Lake cabin on Monkey Island minutes from Shangri-La w/Hot Tub and Fire Pit

10.0 out of 10, Exceptional, (56)
"We loved the house and the location. We will stay here everytime we are in town if we can. "
Grand Lake cabin on Monkey Island minutes from Shangri-La w/Hot Tub and Fire Pit

Studio Cabin on Grand Lake near Bernice State Park 53996 E 270RD, Afton OK 74331

10.0 out of 10, Exceptional, (39)
"Great stay! Beautiful location and super cute and comfortable!"
The price is £108
includes taxes & fees
21 Aug - 22 Aug
Studio Cabin on Grand Lake near Bernice State Park 53996 E 270RD, Afton OK 74331

Newly Remodeled- Small Family/Couples Retreat in Shangri-La on Monkey Island, OK

9.4 out of 10, Exceptional, (12)
"Cozy condo that had all you need to relax and enjoy time with your family. "
Newly Remodeled- Small Family/Couples Retreat in Shangri-La on Monkey Island, OK

Waterfront with Private dock w/ amazing views, fire pit and pet friendly!

10.0 out of 10, Exceptional, (18)
"The property is beautiful with an amazing view of Grand Lake! Ask host for best directions as there was a lot of rain the night before our trip and gps directions led us to three closed roads. If you are bringing a boat, make arrangements for launch prior to arriving at the property as the last portion of the trip is a dirt and rock road with very limited space to turn around a trailer. There is no lake ramp access at the house. Host had great communication and was very kind. Kitchen is well...
Waterfront with Private dock w/ amazing views, fire pit and pet friendly!

Monkey Island, Afton, OK Grand Lake, Water Front, Boat Slip, No stairs, Pets Ok

10.0 out of 10, Exceptional, (69)
"Loved it here. Great place for a family. Our teenage kids loved it"
Monkey Island, Afton, OK Grand Lake, Water Front, Boat Slip, No stairs, Pets Ok

Game Room, Hot Tub & Grill: Afton Retreat!

9.6 out of 10, Exceptional, (5)
"Place was great. Good number of beds to the restroom ratio. Good entertainment. We loved it."
Game Room, Hot Tub & Grill: Afton Retreat!

Waterfront oasis with gazebo and fire pit, crappie dock with swim deck and slide

10.0 out of 10, Exceptional, (12)
"Excellent property, perfect for large families. Very clean and the host was excellent."
Waterfront oasis with gazebo and fire pit, crappie dock with swim deck and slide

Cozy 2 Bedroom 1 Bath Lake Front Cottage

10.0 out of 10, Exceptional, (17)
"We had a great time at the house with family in town for the Thanksgiving. "
Cozy 2 Bedroom 1 Bath Lake Front Cottage

Waterfront beauty with dock and fireplace! Check in Bay! New Hot Tub!!

10.0 out of 10, Exceptional, (162)
"We went for a 3 night getaway. The house was perfect. It had everything we needed for meals, view was beautiful, the hot tub was an added bonus. The dock was easy to access and had chairs. "
Waterfront beauty with dock and fireplace! Check in Bay! New Hot Tub!!

Lake-View 'Pelican Point Retreat' in Afton!

10.0 out of 10, Exceptional, (32)
"This is a great place to stay on the lake. The house is awesome and is in a very cool area. I want to go back, and I would definitely recommend staying here."
Lake-View 'Pelican Point Retreat' in Afton!

Waterfront Home with private boat ramp and boat dock.

9.8 out of 10, Exceptional, (26)
"We loved the property! The house was very nice and well stocked. The kids loved the ping pong table. The dock was great with a rope swing and lily pad. We would love to stay here again!"
Waterfront Home with private boat ramp and boat dock.

Cozy Cabin For 2 With Hot Tub

10.0 out of 10, Exceptional, (4)
"We loved our stay! It was as listed and a relaxing, nice get away. We loved the dogs and the hot tub !! Cant wait to come back for a longer stay!"
The price is £133
includes taxes & fees
18 Aug - 19 Aug
Cozy Cabin For 2 With Hot Tub
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 Pensacola Hotel Reviews

Frequently asked questions

Are there holiday rentals in Pensacola?

Yes, there are holiday rentals close to the most popular sights in Pensacola, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pensacola has to offer?

Grand Lake Views + Fire Pit: Monkey Island Home!: This holiday home rental outside of Pensacola is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of garden in this rental home to help you unwind.

What can I see and do in Pensacola?

While exploring the area, visit family-friendly sights like Lulabelle's, or get outside and enjoy nature at Little Blue-Disney State Park. In the wider area, you’ll find Little Blue State Park and Salina State Park.

What are holiday rentals like in Pensacola?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pensacola. Holiday rentals provide amenities such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for families.