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Dog Friendly Hotels with Swimming Pool in Islamorada
169 HOTELS IN AND AROUND ISLAMORADARanking can be influenced by the commissions we receive.
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Summary of reviews
Casa Morada is a perfect hotel for a getaway with exceptional staff who are friendly, nice and lovely. Guests have only positive things to say about the staff, who are always willing to make guests feel at home and offer their help promptly. Terri and Sarah are standout members of the team, but all staff members are exceptional. Checking in and checking out is effortless due to the helpful and attentive receptionists. From reception until departure, guests can expect an amazing experience with every person they meet. The staff at Casa Morada deserves special commendation for their exceptional service.
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Pool
Outdoor Pool
Dog Friendly
Dog Play Area
Health & Safety
$
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Summary of reviews
Amara Cay Resort is a beautiful and tropical getaway located in Islamorada with a stunning beachfront location that offers breathtaking views and a perfect spot to watch the sunrise. The resort is close to everything with plenty of great places to eat and explore in the area and it offers a free shuttle to get around Islamorada. The pool, beach, dock and outdoor activities like diving and fishing make Amara Cay Resort a popular choice. The breakfast is excellent with guests raving about the quality and taste of the morning meal and the dinner is also highly recommended with the fish tacos being particularly flavorful. The hotel rooms are modern, updated and spacious with beautiful ocean views and the hotel interior is immaculately clean. The staff is exceptional, providing excellent customer service and making guests feel welcome. The pool area is amazing with a heated pool, pool games, tiki bar and firepit area and the beach area is nice with available rentals and recommendations for outdoor activities like kayaking. Amara Cay Resort is a great option for families looking for a fun and relaxing vacation and it offers a very nice and relaxing atmosphere with pleasant facilities. While some guests found the prices to be a bit expensive, overall the stay was worth it.
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Pool
Heated Pool
Outdoor Pool
Dog Friendly
Beachfront
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Summary of reviews
The Islander Resort is a beautiful beachfront property in a perfect location with guests raving about the vicinity to everything and different dining options. The hotel is spread out, ensuring a quiet atmosphere with an elegant dining experience available as well as locally-owned diners. The resort is centrally located, making it walking distance to stores and shops and it has fantastic amenities. Islander Resort boasts an array of newly updated rooms, including private villas with screened-in lanais and outdoor patios, providing guests with a comfortable and spacious stay. The staff at the Islander Resort are exceptional according to guest reviews. Friendly, helpful and polite employees are what guests seem to value most about this hotel. The pools at the Islander Resort are a standout feature that guests rave about. With a mix of saltwater and heated pools, guests can enjoy a variety of options. The Islander Resort's beach is a good size and enjoyable to walk along with plenty of space to wander under the palm trees, relax in the sun and take advantage of beach services. Islander Resort is an excellent choice for families seeking a kid-friendly vacation destination. While some guests had mixed feelings about the breakfast and dinner options, the majority of reviews were positive. Overall, the Islander Resort provides a fantastic experience for guests seeking a relaxing beach getaway.
Categories
Pool
Heated Pool
Outdoor Pool
Dog Friendly
Beachfront
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Info
Summary of reviews
La Siesta Resort & Villas in Islamorada is highly praised for its extraordinary location, nestled amidst the breathtaking surroundings of the Florida Keys. Guests enjoy the resort's stunning beachfront setting with direct access to water activities, making it an ideal retreat for both relaxation and adventure. The property is conveniently close to local attractions, restaurants, and shops, ensuring a perfect balance of tranquility and accessibility.
The resort stands out for its warm, family-friendly atmosphere, with spacious, clean accommodations that cater to families and large groups. Guests appreciate the layout, which often includes separate living areas, kitchenettes, and beautiful ocean or garden views. The staff are commended for their exceptional service, known for their friendliness and willingness to make guests feel at home.
The resort's amenities contribute significantly to the relaxing experience, especially the incredible pool area, which is perfect for families with its zero-entry design and comfortable environment. Although the breakfast offerings are basic, they are convenient, and guests often supplement with visits to local eateries like the Midway Café. The beach, while smaller, is clean and peaceful, providing a serene spot for sunbathing and kayaking.
La Siesta Resort & Villas takes pride in its cleanliness, with well-maintained grounds and inviting poolside amenities. Although there are minor issues with WiFi consistency and room updates, these do not overshadow the positive experience overall. Parking is easy and convenient, especially for those with boats.
Guests find the beds particularly comfortable, contributing to restful stays. The resort is also celebrated for being dog-friendly, making it an inclusive destination for those traveling with pets. With its blend of luxury, charming atmosphere, and access to facilities across sister properties, La Siesta offers a subtle yet luxurious experience.
Guests often leave with fond memories, looking forward to returning, making it a cherished destination for families, couples, and individuals seeking relaxation in a picturesque tropical setting.
The resort stands out for its warm, family-friendly atmosphere, with spacious, clean accommodations that cater to families and large groups. Guests appreciate the layout, which often includes separate living areas, kitchenettes, and beautiful ocean or garden views. The staff are commended for their exceptional service, known for their friendliness and willingness to make guests feel at home.
The resort's amenities contribute significantly to the relaxing experience, especially the incredible pool area, which is perfect for families with its zero-entry design and comfortable environment. Although the breakfast offerings are basic, they are convenient, and guests often supplement with visits to local eateries like the Midway Café. The beach, while smaller, is clean and peaceful, providing a serene spot for sunbathing and kayaking.
La Siesta Resort & Villas takes pride in its cleanliness, with well-maintained grounds and inviting poolside amenities. Although there are minor issues with WiFi consistency and room updates, these do not overshadow the positive experience overall. Parking is easy and convenient, especially for those with boats.
Guests find the beds particularly comfortable, contributing to restful stays. The resort is also celebrated for being dog-friendly, making it an inclusive destination for those traveling with pets. With its blend of luxury, charming atmosphere, and access to facilities across sister properties, La Siesta offers a subtle yet luxurious experience.
Guests often leave with fond memories, looking forward to returning, making it a cherished destination for families, couples, and individuals seeking relaxation in a picturesque tropical setting.
Categories
Pool
Heated Pool
Outdoor Pool
Dog Friendly
Luxury
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Info
Summary of reviews
Chesapeake Beach Resort consistently receives positive reviews for its stunning beachfront location, which offers breathtaking ocean views and spectacular sunsets. Guests particularly appreciate the serene and private beach area, complete with loungers and free kayak usage, making it ideal for relaxing or engaging in water activities. Strategically situated, the resort provides easy access to explore the Keys, local restaurants and bars, contributing to a well-rounded travel experience.
The resort's accommodations receive high marks for their cleanliness, modernity and spaciousness. Newly renovated rooms with comfortable beds, updated amenities and large bathrooms enhance the stay. Many rooms offer sea views from private balconies or terraces, further amplifying the beachside charm. Cleanliness is generally well-regarded, although some isolated reviews note minor housekeeping lapses.
The staff at Chesapeake Beach Resort are frequently commended for their friendliness and helpfulness, contributing significantly to guest satisfaction. Individual staff members often receive praise for their attentive service, although there are occasional comments about inconsistent reception service.
Guests also enjoy the amenities, including two well-maintained swimming pools and a hot tub, which are well-received for their cleanliness and appeal. The saltwater pool and the convenience of on-site sun loungers add to the positive experience. The beachfront setting, complemented by the resort's pools and additional facilities like a tiki bar, enhances the overall atmosphere.
While the breakfast offerings have mixed reviews, many guests appreciate the quality and variety with made-to-order omelets being a standout feature. However, others find the pre-packaged options lacking and not quite matching the resort's otherwise high standards.
In terms of parking, the resort provides ample and convenient spaces, often located close to the rooms, which guests find particularly stress-free. Despite some unconventional aspects of the sandy parking lot, it is generally described as accessible and practical.
In summary, the Chesapeake Beach Resort stands out for its gorgeous beachfront location, excellent amenities, clean and comfortable accommodations and friendly staff, making it a top choice for those seeking a memorable beach vacation.
The resort's accommodations receive high marks for their cleanliness, modernity and spaciousness. Newly renovated rooms with comfortable beds, updated amenities and large bathrooms enhance the stay. Many rooms offer sea views from private balconies or terraces, further amplifying the beachside charm. Cleanliness is generally well-regarded, although some isolated reviews note minor housekeeping lapses.
The staff at Chesapeake Beach Resort are frequently commended for their friendliness and helpfulness, contributing significantly to guest satisfaction. Individual staff members often receive praise for their attentive service, although there are occasional comments about inconsistent reception service.
Guests also enjoy the amenities, including two well-maintained swimming pools and a hot tub, which are well-received for their cleanliness and appeal. The saltwater pool and the convenience of on-site sun loungers add to the positive experience. The beachfront setting, complemented by the resort's pools and additional facilities like a tiki bar, enhances the overall atmosphere.
While the breakfast offerings have mixed reviews, many guests appreciate the quality and variety with made-to-order omelets being a standout feature. However, others find the pre-packaged options lacking and not quite matching the resort's otherwise high standards.
In terms of parking, the resort provides ample and convenient spaces, often located close to the rooms, which guests find particularly stress-free. Despite some unconventional aspects of the sandy parking lot, it is generally described as accessible and practical.
In summary, the Chesapeake Beach Resort stands out for its gorgeous beachfront location, excellent amenities, clean and comfortable accommodations and friendly staff, making it a top choice for those seeking a memorable beach vacation.
Categories
Pool
Heated Pool
Outdoor Pool
Dog Friendly
Beachfront
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Info
Summary of reviews
Fisher Inn Resort & Marina is widely praised for its prime location in Islamorada, perfectly situated between Key West and Miami, offering stunning ocean views and accessibility to a range of water activities and local attractions. Guests particularly enjoy the tranquility of mornings by the sea and the heated swimming pool. Complimentary amenities like kayaks, paddleboards and bicycles further enhance the guest experience. The resort’s clean, spacious rooms with balconies overlooking the ocean receive positive remarks for cleanliness, modern amenities, stylish decor and comfortable furnishings, making it a relaxing destination.
The staff at the resort, specifically front desk personnel like Thomas and Stephanie, are generally noted for their welcoming and helpful demeanor, contributing positively to guests' stays. The resort provides free Wi-Fi, though the connectivity can be inconsistent. Upon arrival, guests appreciate the ample and secure free parking available, suitable for both cars and trailers.
The pool area stands out for its clean, well-maintained facilities and warm, heated pool, which families particularly enjoy. Despite occasional cleanliness issues and overcrowding, the pool area remains a popular feature. Breakfast, albeit simple and continental, is often seen as adequate though it lacks variety.
While some reviews mention dated infrastructure and minor cleaning lapses, the overall consensus leans towards satisfaction, particularly noting the relaxing seaside setting and pleasant atmosphere. The resort meets expectations for a three-star property, offering a good balance of comfort and convenience with room for improvement in certain areas.
The staff at the resort, specifically front desk personnel like Thomas and Stephanie, are generally noted for their welcoming and helpful demeanor, contributing positively to guests' stays. The resort provides free Wi-Fi, though the connectivity can be inconsistent. Upon arrival, guests appreciate the ample and secure free parking available, suitable for both cars and trailers.
The pool area stands out for its clean, well-maintained facilities and warm, heated pool, which families particularly enjoy. Despite occasional cleanliness issues and overcrowding, the pool area remains a popular feature. Breakfast, albeit simple and continental, is often seen as adequate though it lacks variety.
While some reviews mention dated infrastructure and minor cleaning lapses, the overall consensus leans towards satisfaction, particularly noting the relaxing seaside setting and pleasant atmosphere. The resort meets expectations for a three-star property, offering a good balance of comfort and convenience with room for improvement in certain areas.
Categories
Pool
Heated Pool
Outdoor Pool
Dog Friendly
Honeymoon
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Info
Summary of reviews
Sands of Islamorada enjoys a premier location in the Florida Keys, making it an ideal destination for travelers seeking relaxation and adventure. Nestled along the oceanfront, it offers breathtaking views and easy access to local attractions, enhancing the overall experience with a serene and tranquil ambiance. Guests appreciate the property's proximity to restaurants, shopping venues, and other attractions, which are ideal for leisurely exploration or culinary adventures. The swimming pool with vibrant oceanfront seating and gorgeously lit pool area further adds to the appeal, providing a modern and refreshing setting.
The accommodations at Sands of Islamorada are often praised for their cleanliness and comfort, with many rooms featuring stunning ocean views. Newly remodeled spaces offer stylish and functional designs, complete with exceptionally comfortable beds. While some inconsistency in bed quality and pillow comfort has been noted, the rooms generally provide a peaceful retreat, embodying a combination of convenience and serene lodging.
The hotel's commitment to cleanliness is evident across the entire property, from well-kept rooms to meticulously maintained grounds, offering a picturesque setting perfect for relaxation. Guests also appreciate the inclusion of amenities like a functional kitchen, enhancing the practicality and convenience of their stay.
The warmth and attentiveness of the hotel staff consistently contribute to a welcoming atmosphere. Despite occasional challenges, the staff's commitment to guest satisfaction is prominent, ensuring a hospitable environment with courteous service.
In summary, Sands of Islamorada is a favored choice for travelers due to its prime location, comfortable accommodations, and attentive service, creating a balanced and enjoyable experience for those visiting the Florida Keys.
The accommodations at Sands of Islamorada are often praised for their cleanliness and comfort, with many rooms featuring stunning ocean views. Newly remodeled spaces offer stylish and functional designs, complete with exceptionally comfortable beds. While some inconsistency in bed quality and pillow comfort has been noted, the rooms generally provide a peaceful retreat, embodying a combination of convenience and serene lodging.
The hotel's commitment to cleanliness is evident across the entire property, from well-kept rooms to meticulously maintained grounds, offering a picturesque setting perfect for relaxation. Guests also appreciate the inclusion of amenities like a functional kitchen, enhancing the practicality and convenience of their stay.
The warmth and attentiveness of the hotel staff consistently contribute to a welcoming atmosphere. Despite occasional challenges, the staff's commitment to guest satisfaction is prominent, ensuring a hospitable environment with courteous service.
In summary, Sands of Islamorada is a favored choice for travelers due to its prime location, comfortable accommodations, and attentive service, creating a balanced and enjoyable experience for those visiting the Florida Keys.
Categories
Pool
Outdoor Pool
Dog Friendly
Parking
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Resort in Islamorada FL
8.7
Very GoodFrom $408
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Info
Summary of reviews
Postcard Inn Beach Resort & Marina, situated in the heart of the Florida Keys on Islamorada, is celebrated for its prime location, scenic ocean views and direct beach access. Visitors praise the resort for its serene yet vibrant backdrop, perfect for both relaxing and adventurous getaways. The well-maintained grounds blend modern facilities with natural beauty and the proximity to local dining and entertainment options, including a nearby Starbucks, enhances convenience.
Guests have mixed feelings about the breakfast offerings. While an inclusive breakfast option is missing, the onsite café, Tiki Bar and Starbucks are appreciated, despite occasional closures and inconsistencies in food quality. Dinner receives better reviews, particularly for the Tiki Bar and raw bar with high praises for the steak and conch fritters. However, limited dining options during the off-season and high prices can be frustrating.
Room reviews are varied. While some guests find them clean, spacious and comfortable with stunning ocean views, others highlight outdated décor and maintenance issues. Common areas are generally well-kept, but room cleanliness concerns are frequently noted, including mold and neglected housekeeping duties.
Staff interaction at the resort is largely positive with many guests praising the friendly and accommodating team, especially at the Tiki bar and beach. However, some inconsistency in service, particularly at the front desk, has been reported.
The pool experience is enjoyable for many due to its oceanfront setting and amenities like a swim-up bar, but maintenance issues and cleanliness concerns, such as mold and broken fixtures, have been cited.
The beach is a standout feature with its beautiful, clean private areas and a wealth of activities. Families, in particular, appreciate the safe and kid-friendly environment, although occasional debris and seaweed buildup can be an issue.
Ample and convenient parking, including free valet services, adds to the hassle-free experience, making it easy for guests to load and unload close to their rooms.
Overall, Postcard Inn Beach Resort & Marina is a favorable destination for beach lovers and families, combining beautiful surroundings, a range of activities and largely positive service experiences, despite some noted areas for improvement in breakfast offerings, room conditions and pool maintenance.
Guests have mixed feelings about the breakfast offerings. While an inclusive breakfast option is missing, the onsite café, Tiki Bar and Starbucks are appreciated, despite occasional closures and inconsistencies in food quality. Dinner receives better reviews, particularly for the Tiki Bar and raw bar with high praises for the steak and conch fritters. However, limited dining options during the off-season and high prices can be frustrating.
Room reviews are varied. While some guests find them clean, spacious and comfortable with stunning ocean views, others highlight outdated décor and maintenance issues. Common areas are generally well-kept, but room cleanliness concerns are frequently noted, including mold and neglected housekeeping duties.
Staff interaction at the resort is largely positive with many guests praising the friendly and accommodating team, especially at the Tiki bar and beach. However, some inconsistency in service, particularly at the front desk, has been reported.
The pool experience is enjoyable for many due to its oceanfront setting and amenities like a swim-up bar, but maintenance issues and cleanliness concerns, such as mold and broken fixtures, have been cited.
The beach is a standout feature with its beautiful, clean private areas and a wealth of activities. Families, in particular, appreciate the safe and kid-friendly environment, although occasional debris and seaweed buildup can be an issue.
Ample and convenient parking, including free valet services, adds to the hassle-free experience, making it easy for guests to load and unload close to their rooms.
Overall, Postcard Inn Beach Resort & Marina is a favorable destination for beach lovers and families, combining beautiful surroundings, a range of activities and largely positive service experiences, despite some noted areas for improvement in breakfast offerings, room conditions and pool maintenance.
Categories
Pool
Heated Pool
Outdoor Pool
Dog Friendly
Beachfront
Ocean View Penthouse Retreat amenities: tennis court heated Pool Vista Key Two
Apartment in Islamorada FL
0.0
$
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Dog Friendly
Pool
Parking
Ocean View Two Duplex Penthouses Retreat amenities: tennis court heated Pool Vista Key
Apartment in Islamorada FL
0.0
$
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Dog Friendly
Pool
Parking
Ocean View Duplex Penthouse Retreat amenities: tennis court heated Pool Vista Key One
Apartment in Islamorada FL
0.0
$
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Dog Friendly
Pool
Parking
PRIVATE BEACH Pickleball Court and Tiki Bar Heated Pool Designated Paradise Key
Villa in Islamorada FL
0.0
$
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Dog Friendly
Pool
Outdoor Pool
Parking
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Dog Friendly
Pool
Outdoor Pool
Parking
$
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Categories
Dog Friendly
Pool
Outdoor Pool
Parking
$
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Categories
Dog Friendly
Pool
Outdoor Pool
Free Wi-Fi
$
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Dog Friendly
Pool
Free Wi-Fi
Exceptional VENETIAN SHORES home with pool, dock and boat lift, home
Vacation Home in Islamorada FL
0.0
$
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Dog Friendly
Pool
Free Wi-Fi
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