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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Browse Select Gulf of Mexico Holiday Homes

Siesta Key Island Rentals
Barefoot Bungalow W/Pool | Private kitchen

Siesta Key Island Rentals

3.0 star property
9.4 out of 10, Exceptional, (43)
"Quiet neighborhood, clean and well maintained property, responsive management."
The price is £263
includes taxes & fees
20 Aug - 21 Aug
Siesta Key Island Rentals
Prominence on 30A by Panhandle Getaways
2 outdoor pools, pool umbrellas, pool loungers

Prominence on 30A by Panhandle Getaways

4.0 star property
9.0 out of 10, Wonderful, (32)
"Cleaning and comfort was perfect! Close enough to the beach worth , bad advertising about "
Prominence on 30A by Panhandle Getaways
Modern Beach Home with Stunning West Bay Views
Beach nearby

Modern Beach Home with Stunning West Bay Views

9.0 out of 10, Wonderful, (39)
"It was absolutely amazing! The host was easy to contact, and such a beautiful house and property! "
The price is £264
includes taxes & fees
9 Sept - 10 Sept
Modern Beach Home with Stunning West Bay Views
DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!
A heated pool

DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!

10.0 out of 10, Exceptional, (2)
"We absolutely loved our stay at the Delaney house. The pool and outdoor area were lovely and private, the location was excellent and walking distance from fun Key West spots but quiet and cozy, and the beds were all incredibly comfortable! Would definitely recommend this place to everyone!"
DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!
Beautiful Bayfront Home with Water Views
Beach nearby

Beautiful Bayfront Home with Water Views

9.6 out of 10, Exceptional, (121)
"Nice area nice home "
The price is £296
includes taxes & fees
1 Sept - 2 Sept
Beautiful Bayfront Home with Water Views
Coastal Island Home with Pool & Game Room
Beach nearby

Coastal Island Home with Pool & Game Room

8.6 out of 10, Excellent, (64)
"Great location and drive to attractions were really close."
The price is £254
includes taxes & fees
26 Aug - 27 Aug
Coastal Island Home with Pool & Game Room
Flock On-Pet friendly beach house close to the beach, golf cart zone
Terrace/patio

Flock On-Pet friendly beach house close to the beach, golf cart zone

10.0 out of 10, Exceptional, (106)
"We had a great time, thoroughly enjoyed Flock On. Perfect yard for dogs, host was great, had everything we needed. The two king beds were just perfect, extremely comfortable. Thanks for a great getaway."
The price is £328
includes taxes & fees
17 Aug - 18 Aug
Flock On-Pet friendly beach house close to the beach, golf cart zone
Spec @107.lodg+ Aug & sept. 10 min walk beach, close to all + full kitch& patio
Terrace/patio

Spec @107.lodg+ Aug & sept. 10 min walk beach, close to all + full kitch& patio

9.0 out of 10, Wonderful, (170)
"This was a great location and easy place to stay. We were able to walk to many locations in Old Town. The new updates are a nice addition to this location. Fresh paint, refrigerator, A/C and the patio is a great place to relax. "
The price is £234
includes taxes & fees
12 Sept - 13 Sept
Spec @107.lodg+ Aug & sept. 10 min walk beach, close to all + full kitch& patio
Luxury 7 BR Across Beach. Pool,Gulf Views,Pool Table,Ping Pong, Golf Cart Rental
Exterior

Luxury 7 BR Across Beach. Pool,Gulf Views,Pool Table,Ping Pong, Golf Cart Rental

9.8 out of 10, Exceptional, (157)
"Excellent!Had everything as listed, close to beach, restaurant, and shopping. Getting the golf cart and beach chairs is a must!"
Luxury 7 BR Across Beach. Pool,Gulf Views,Pool Table,Ping Pong, Golf Cart Rental
Spacious Beach House, Pool & Huge Deck
Beach nearby

Spacious Beach House, Pool & Huge Deck

2.0 star property
7.8 out of 10, Good, (20)
"Overall experience was amazing. Place was quiet and big enough for our family."
The price is £333
includes taxes & fees
26 Aug - 27 Aug
Spacious Beach House, Pool & Huge Deck
Cozy Bungalow with Private Pool, Steps to Beach
Beach nearby

Cozy Bungalow with Private Pool, Steps to Beach

8.6 out of 10, Excellent, (40)
"Great location! Far enough away from the hustle and bustle but super close and convenient to all popular restaurants and the beach. Kids enjoyed the pool. "
The price is £255
includes taxes & fees
27 Aug - 28 Aug
Cozy Bungalow with Private Pool, Steps to Beach
Gulf Front House on W. Beach, 9/9 bath, With Pool, sleeps 34. Pet Friendly!
A heated pool

Gulf Front House on W. Beach, 9/9 bath, With Pool, sleeps 34. Pet Friendly!

10.0 out of 10, Exceptional, (122)
"Great location! "
Gulf Front House on W. Beach, 9/9 bath, With Pool, sleeps 34. Pet Friendly!
Sandpiper Cove by Southern Vacation Rentals
Aerial view

Sandpiper Cove by Southern Vacation Rentals

3.5 star property
8.2 out of 10, Very good, (20)
"I enjoyed the walk directly onto the beach. We enjoyed the pool. It was a very nice day"
Sandpiper Cove by Southern Vacation Rentals
Best bargain on the beach! Traditional beach house with ocean views.
Property grounds

Best bargain on the beach! Traditional beach house with ocean views.

9.4 out of 10, Exceptional, (131)
"We loved it and can't wait to go back!"
The price is £510
includes taxes & fees
13 Sept - 14 Sept
Best bargain on the beach! Traditional beach house with ocean views.
Ultimate Family Home! Game Porch / No Stairs / Pets / Pool / Tesla Charger
Beach nearby

Ultimate Family Home! Game Porch / No Stairs / Pets / Pool / Tesla Charger

9.8 out of 10, Exceptional, (155)
"Trip was perfect. We had 21 people and everyone was comfortable-plenty of room for all of us. House was great -very convenient to get to beach or town for activities. "
Ultimate Family Home! Game Porch / No Stairs / Pets / Pool / Tesla Charger
OCEAN FRONT / ON THE BEACH Charming Townhome at West Side of PCB- LAGUNA BEACH
On the beach, sun-loungers, beach towels

OCEAN FRONT / ON THE BEACH Charming Townhome at West Side of PCB- LAGUNA BEACH

9.8 out of 10, Exceptional, (78)
"The location was perfect for relaxing on a white sand beach with easy swimming in the Gulf. The host provided beach chairs, umbrella, and beach towels for a perfect beach vacation. We truly enjoyed this stay and do recommend for those wanting a beach right outside your back door!"
OCEAN FRONT / ON THE BEACH Charming Townhome at West Side of PCB- LAGUNA BEACH
BEACH FRONT! The Happy Mullet: Surf, Sun, the Perfect House and Ms. Pac Man
Pool

BEACH FRONT! The Happy Mullet: Surf, Sun, the Perfect House and Ms. Pac Man

10.0 out of 10, Exceptional, (185)
"Loved our first stay so much we came back a few weeks later! Such an amazing property! Spotless and beautifully appointed… and the location is pristine. Gorgeous neighborhood and nearly secluded beach. I’m a sucker for new bathrooms and soft beds that remind me of my own house and this place does not disappoint!! "
BEACH FRONT! The Happy Mullet: Surf, Sun, the Perfect House and Ms. Pac Man
1st row 4 bedroom 3 bath - Best views!
Pool

1st row 4 bedroom 3 bath - Best views!

9.6 out of 10, Exceptional, (214)
"Great house with awesome views. Away from all the crowds but close to area attractions and dining."
1st row 4 bedroom 3 bath - Best views!
3br 2.5ba Full Home, Short Straight Walk to Beach
Fridge, microwave, oven, stovetop

3br 2.5ba Full Home, Short Straight Walk to Beach

9.8 out of 10, Exceptional, (73)
"This rental was just as advertised and we had a great time there! I recommend to others!"
The price is £260
includes taxes & fees
9 Sept - 10 Sept
3br 2.5ba Full Home, Short Straight Walk to Beach
No cleaning fee!!
Property grounds

No cleaning fee!!

9.8 out of 10, Exceptional, (115)
"Cozy and very clean. Easy check in and check out. Within walking distance to restaurants and minutes from the beach. Be aware, there are stairs to climb to reach unit. Would definitely stay here again."
The price is £111
includes taxes & fees
27 Aug - 28 Aug
No cleaning fee!!
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 Gulf of Mexico Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Great staff for a vacation of over 10!days"
Shane 5-night trip
Posted 5 hours ago
Beachside Resort & Residences