Diamond Isle holiday rentals

We found 528 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Diamond Isle that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the best amenities for hanging out with the people that matter most, which might include a garden and pool. You're sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Diamond Isle

Showing deals for:15 Jan - 22 Jan

Living area
Pool
Room
Terrace/patio
Exceptional
(21 reviews)

Emerald One Bedroom Apartment By The Beach

Clearwater Beach

8% off
AU$2,161
for 7 nights, 1 apartment
AU$309 per night
includes taxes & fees
Emerald One Bedroom Apartment By The Beach
Exterior detail
Pool
Exterior detail
Terrace/patio
Exceptional
(16 reviews)

Family Beach Escape Apartment By The Beach

Clearwater Beach

8% off
AU$2,935
for 7 nights, 1 apartment
AU$419 per night
includes taxes & fees
Family Beach Escape Apartment By The Beach
Private kitchen
View towards Gulf of Mexico
Kitchen - 2nd floor
Living area
Exceptional
(109 reviews)

Beautiful Condo Close to Beach Private Hot Tub & Elevator

Clearwater Beach

8% off
AU$5,982
for 7 nights, 1 home
AU$855 per night
includes taxes & fees
Beautiful Condo Close to Beach Private Hot Tub & Elevator
Children’s area
Exterior
Dining
Private kitchen
Very good
(5 reviews)

Family beach stay at the Manatee!

Clearwater Beach

7% off
AU$3,292
for 7 nights, 1 room
AU$470 per night
includes taxes & fees
Family beach stay at the Manatee!
Exterior detail
Beach
Interior
Children’s area
Exceptional
(5 reviews)

Clearwater Bliss Apartments 3

Clearwater Beach

8% off
AU$6,231
for 7 nights, 1 apartment
AU$890 per night
includes taxes & fees
Clearwater Bliss Apartments 3
Fully stocked kitchen
Outdoor spa tub
Living area to socialize and relax
Second bedroom on third level, queen bed
Exceptional
(232 reviews)

Luxury, Family Friendly Townhome - Rooftop Hot Tub Featuring Amazing Beach Views

Clearwater Beach

8% off
AU$4,862
for 7 nights, 1 home
AU$695 per night
includes taxes & fees
Luxury, Family Friendly Townhome - Rooftop Hot Tub Featuring Amazing Beach Views
Master BR
Exterior
Balcony
Pool
Exceptional
(320 reviews)

Updated condo just steps to the white sand beaches of Clearwater Beach

Clearwater Beach

8% off
AU$4,833
for 7 nights, 1 apartment
AU$690 per night
includes taxes & fees
Updated condo just steps to the white sand beaches of Clearwater Beach
Bunk Room off Master Suite with full over full bunk beds
Private Rooftop Terrace with hot tub and views of the beach and bay
Interior
Sports court
Exceptional
(202 reviews)

Luxurious, Family Friendly House, Rooftop Terrace, Hot Tub & Breathtaking Views!

Clearwater Beach

8% off
AU$5,237
for 7 nights, 1 home
AU$748 per night
includes taxes & fees
Luxurious, Family Friendly House, Rooftop Terrace, Hot Tub & Breathtaking Views!
Beachside Modern Apartment15
Beach
Children’s area
Interior
Exceptional
(5 reviews)

Renovated Apartment By The Beach With Parking

Clearwater Beach

8% off
AU$3,399
for 7 nights, 1 apartment
AU$486 per night
includes taxes & fees
Renovated Apartment By The Beach With Parking
Property grounds
Room
Living area
Private kitchen
Exceptional
(15 reviews)

Modern 2 bedroom/2 bath Apartment • 5 Minute Walk to Beach • Great Views

Clearwater Beach

7% off
AU$3,525
for 7 nights, 1 apartment
AU$504 per night
includes taxes & fees
Modern 2 bedroom/2 bath Apartment • 5 Minute Walk to Beach • Great Views
Private kitchen
Pool
Property grounds
Room
Wonderful
(12 reviews)

Spacious 2BR Apt with 3 Beds By The Beach

Clearwater Beach

8% off
AU$2,698
for 7 nights, 1 apartment
AU$385 per night
includes taxes & fees
Spacious 2BR Apt with 3 Beds By The Beach
Property grounds
Beach
Room
Pool
Exceptional
(10 reviews)

Sunset Hideaway One Bedroom Apartment By The Beach

Clearwater Beach

8% off
AU$2,775
for 7 nights, 1 apartment
AU$396 per night
includes taxes & fees
Sunset Hideaway One Bedroom Apartment By The Beach
Interior
Pool
Exterior detail
Room
Exceptional
(30 reviews)

Palm Royale Double Bed Suite By The Beach

Clearwater Beach

8% off
AU$2,471
for 7 nights, 1 apartment
AU$353 per night
includes taxes & fees
Palm Royale Double Bed Suite By The Beach
Exterior detail
Beach
Interior
Pool
Wonderful
(20 reviews)

Coastal Escape Studio Steps from the Beach

Clearwater Beach

8% off
AU$2,544
for 7 nights, 1 apartment
AU$363 per night
includes taxes & fees
Coastal Escape Studio Steps from the Beach
Property grounds
Pool
Room
Exterior
Exceptional
(8 reviews)

Waterfront 1 Bedroom Retreat w/ Stunning Views • 5-Min Walk to Clearwater Beach

Clearwater Beach

7% off
AU$3,108
for 7 nights, 1 apartment
AU$444 per night
includes taxes & fees
Waterfront 1 Bedroom Retreat w/ Stunning Views • 5-Min Walk to Clearwater Beach
The new loveseat is a  recliner
New Air Conditioning has been installed. Wall unit is obsolete and removed.
Private kitchen
A.C./Heating Unit takes care of business
Exceptional
(163 reviews)

Great Studio - Under 2 minute walk to beach where dogs are welcome

Clearwater Beach

8% off
AU$2,408
for 7 nights, 1 apartment
AU$344 per night
includes taxes & fees
Great Studio - Under 2 minute walk to beach where dogs are welcome
Exterior detail
Pool
Terrace/patio
Dining
Exceptional
(18 reviews)

Colorful Coastal Escape · King Studio With Kitchen

Clearwater Beach

8% off
AU$2,865
for 7 nights, 1 apartment
AU$409 per night
includes taxes & fees
Colorful Coastal Escape · King Studio With Kitchen
Living area
Pool
Terrace/patio
Exterior detail
Exceptional
(16 reviews)

Coastal Family Apartment by The Beach

Clearwater Beach

8% off
AU$2,377
for 7 nights, 1 apartment
AU$340 per night
includes taxes & fees
Coastal Family Apartment by The Beach
Exterior detail
Pool
Room
Living area
Wonderful
(32 reviews)

Blush by The Sea One Bedroom Apt & Kitchenette

Clearwater Beach

8% off
AU$2,269
for 7 nights, 1 apartment
AU$324 per night
includes taxes & fees
Blush by The Sea One Bedroom Apt & Kitchenette
Exterior detail
Beach
Terrace/patio
Room
Exceptional
(9 reviews)

Peachy King Suite Near The Beach

Clearwater Beach

8% off
AU$1,920
for 7 nights, 1 apartment
AU$274 per night
includes taxes & fees
Peachy King Suite Near The Beach
Terrace/patio
Pool
Room
Exterior detail
Wonderful
(18 reviews)

Peachy Coastal One Bedroom Apt. Near The Beach

Clearwater Beach

8% off
AU$2,486
for 7 nights, 1 apartment
AU$355 per night
includes taxes & fees
Peachy Coastal One Bedroom Apt. Near The Beach
Terrace/patio
Pool
Room
Living area
Exceptional
(27 reviews)

Colorful 2BR Apt 3 Beds Full Kitchen by The Beach

Clearwater Beach

8% off
AU$2,927
for 7 nights, 1 apartment
AU$418 per night
includes taxes & fees
Colorful 2BR Apt 3 Beds Full Kitchen by The Beach
Exterior detail
Pool
Interior
Terrace/patio
Exceptional
(32 reviews)

Color Pop - One Bedroom Apartment Near The Beach

Clearwater Beach

8% off
AU$2,559
for 7 nights, 1 apartment
AU$366 per night
includes taxes & fees
Color Pop - One Bedroom Apartment Near The Beach
Terrace/patio
Pool
Exterior detail
Interior
Exceptional
(37 reviews)

Colorful 2BR Family Apt with 3 Beds By The Beach

Clearwater Beach

8% off
AU$3,107
for 7 nights, 1 apartment
AU$444 per night
includes taxes & fees
Colorful 2BR Family Apt with 3 Beds By The Beach
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental in Diamond Isle?
In Diamond Isle, holiday houses are the most popular type of holiday rental, with around 84 available throughout the area. These spacious properties often feature multiple bedrooms, fully equipped kitchens, and private outdoor spaces, making them ideal for families or groups looking to enjoy the Florida sunshine. Additionally, there are approximately 69 condos and 63 apartments, which provide a more compact option for those seeking convenience and easy access to local attractions. Many of these units include amenities such as pools, fitness centres, and balconies for relaxing after a day at the beach. While cottages are available, with about 30 in the area, the presence of several villas adds to the variety of accommodations.
Are there any beach house rentals in Diamond Isle?
In Diamond Isle, Florida, there are approximately 74 beach house rentals available, offering a wonderful variety of options for travellers. These beach houses are typically located near the coastline, providing easy access to the sandy beaches and vibrant local attractions. Expect to find amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces like patios or decks superb for enjoying the coastal breeze. Many properties also feature private pools or easy beach access, ideal for families or groups looking to relax and unwind by the sea.
What are popular rental amenities in Diamond Isle?
In Diamond Isle, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals, and outdoor spaces such as decks or patios for enjoying the pleasant Florida weather. Many properties also feature comfortable living areas with sofa beds, making them suitable for additional guests. Onsite parking is commonly available, providing convenience for travellers with vehicles.
Can I find family house rentals in Diamond Isle?
In Diamond Isle, Florida, there are numerous family-friendly house rentals available, with around 68 options to choose from. This picturesque area is great for families looking to enjoy a beach holiday. Many properties boast spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces ideal for children to play. Amenities like Wi-Fi and air conditioning ensure comfort during your stay.The locale is conveniently located near the stunning beaches of the Gulf Coast, where families can enjoy sun-soaked days and water activities. Additionally, the nearby attractions, such as parks and nature trails, offer opportunities for outdoor adventures and exploration.
Can I rent a holiday home with a pool or hot tub in Diamond Isle?
In Diamond Isle, Florida, there are plenty of holiday homes available for rent that feature both pools and hot tubs, with around 60 options for pools and 18 for hot tubs. This delightful area offers a blend of beach access and tranquil residential vibes, making it a popular choice for travellers.Many of these properties come equipped with private swimming pools, outdoor patios, and hot tubs, superb for relaxing after a day of exploring. You can expect amenities such as fully equipped kitchens, spacious living areas, and outdoor dining spaces, ideal for family gatherings or entertaining friends. Some rentals may also offer additional luxuries like barbecue facilities and gardens, enhancing the overall holiday experience.
Can I book pet-friendly holiday rentals in Diamond Isle?
In Diamond Isle, Florida, there are several pet-friendly holiday rentals available, with a total of 26 options to choose from. These accommodations typically offer a range of amenities designed to enhance your stay, such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can enjoy some fresh air.The area is known for its picturesque surroundings and proximity to local parks, making it a great destination for pet owners. Nearby parks provide opportunities for walks and playtime, ensuring that both you and your furry friends can enjoy the outdoors.
When is the best time to visit Diamond Isle for a holiday rental?
The best time to visit Diamond Isle for a holiday rental is during the peak season from February to April, with March standing out as the most popular month. This vibrant period attracts holidayers eager to bask in the warm Florida sun while enjoying the stunning beaches and outdoor activities that Diamond Isle has to offer.During these months, temperatures are invitingly warm, typically ranging from 15 to 26 degrees Celsius, providing the superb climate for exploring the beautiful coastline, indulging in water sports, or simply lounging on the beach. Visitors flock to the area to experience the lively option, with numerous local events and festivals adding to the charm of this picturesque destination.For those looking for a more budget-friendly option, consider planning your visit in October. This month allows you to enjoy the laid-back vibe of Diamond Isle with fewer crowds, making it an ideal time for relaxation and scenic strolls along the shore. The weather remains pleasant, and the quieter environment allows for a more intimate experience with the natural beauty of the area.
Are there any remote work holiday rentals in Diamond Isle?
In Diamond Isle, Florida, there are numerous remote work-friendly holiday rentals available, with around 234 options to choose from. This beautiful destination offers a range of properties suited for remote work, often equipped with essential amenities such as free Wi-Fi, comfortable working spaces, and reliable internet services. Many rentals feature spacious living areas that can double as workspaces, ensuring a productive environment.The area is known for its picturesque surroundings, including nearby beaches and parks, which provide a great backdrop for relaxation after a day of work. Furthermore, with local cafes and restaurants within easy reach, you'll have convenient options for meals or a change of scenery while working remotely. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are the top attractions in Diamond Isle, Florida, United States of America?
In Diamond Isle, Florida, visitors can enjoy a range of attractions that highlight the area's natural beauty and recreational offerings. The neighbourhood is situated near the stunning beaches of the Gulf Coast, where activities such as sunbathing, swimming, and water sports are popular. The nearby parks, such as St. Petersburg's Fort De Soto Park, offer picturesque trails for walking and cycling, as well as opportunities for kayaking and fishing.For those interested in cultural experiences, the area boasts proximity to the vibrant arts scene in St. Petersburg, where the Salvador Dalí Museum showcases an impressive collection of the artist's work. Additionally, the lively downtown area features a variety of dining options, shops, and local markets that reflect the unique flavour of the region.
Are all fees included in the Diamond Isle holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Diamond Isle holiday homes with parking?
Stayz offers a wide selection of holiday homes in Diamond Isle with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Diamond Isle holiday homes?
You can find great discounts on holiday homes in Diamond Isle on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Diamond Isle holiday home booking on Stayz?
To find Diamond Isle holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Diamond Isle?
A long-stay holiday home in Diamond Isle is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Diamond Isle holiday home?
Book your Diamond Isle holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Diamond Isle?
Prices for holiday homes in Diamond Isle vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Diamond Isle to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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