Best Vacation Homes in Cayman Square
House
10.0(22 Reviews)
3 Bedrooms
2 Baths
8 Guests
1452 ft²
Private Pool
Hot Tub
Fireplace/Heating
Pool
R4,422/Night
7 Nights - R30,949
House
10.0(5 Reviews)
4 Bedrooms
2 Baths
8 Guests
1603.82 ft²
Balcony/Terrace
View
Pet Friendly
Parking
R2,855/Night
7 Nights - R19,990
Cottage
8.0(1 Review)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
Ocean View- Balcony/Terrace
R9,163/Night
7 Nights - R64,139
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1500 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
R4,755/Night
7 Nights - R33,289
House
10.0(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
893.4 ft²
Spa- Fireplace/Heating
- Parking
Internet
R3,691/Night
7 Nights - R25,840
New
House
9.6(27 Reviews)
4 Bedrooms
2 Baths
8 Guests
1852 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R4,252/Night
7 Nights - R29,762
House
8.4(5 Reviews)
3 Bedrooms
2 Baths
8 Guests
1505 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
R3,105/Night
7 Nights - R21,737
New
House
6.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
1148 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
Kitchen
R2,166/Night
7 Nights - R15,161
Cayman Square Luxury Rentals
House
4 Bedrooms
2 Baths
7 Guests
2034.38 ft²
- Fireplace/Heating
- Pool
- View
- Pet Friendly
R65,936/Night
7 Nights - R461,549
House
1 Bedroom
2 Baths
11 Guests
1808.34 ft²
- Spa
- Pool
- View
- Pet Friendly
R65,787/Night
7 Nights - R460,511
House
9.0(1 Review)
6 Bedrooms
4 Baths
16 Guests
4176.4 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Parking
R29,285/Night
7 Nights - R204,992
R14,881/Night
7 Nights - R104,169
House
8.6(4 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
R14,491/Night
7 Nights - R101,433
House
10.0(37 Reviews)
7 Bedrooms
4 Baths
25 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R13,194/Night
7 Nights - R92,353
House
10.0(263 Reviews)
8 Bedrooms
5 Baths
19 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R12,561/Night
7 Nights - R87,920
House
1 Bedroom
1 Bath
10 Guests
2927.78 ft²
- Fireplace/Heating
- Pool
- View
- Parking
R11,486/Night
7 Nights - R80,405
Cayman Square Pet Friendly Vacation Rentals
House
10.0(41 Reviews)
2 Bedrooms
1 Bath
6 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R2,963/Night
7 Nights - R20,748
House
10.0(3 Reviews)
3 Bedrooms
3 Baths
8 Guests
1797.57 ft²
- Fireplace/Heating
- Pool
- Pet Friendly
- Parking
R4,543/Night
7 Nights - R31,806
Hotel
7.8(1307 Reviews)
1 Bath
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
R1,610/Night
7 Nights - R11,272
Condo
10.0(20 Reviews)
2 Bedrooms
2 Baths
4 Guests
1400 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R1,546/Night
7 Nights - R10,827
House
10.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
1528.48 ft²
- Pool
- Balcony/Terrace
- Pet Friendly
- Kitchen
R5,933/Night
7 Nights - R41,529
House
10.0(6 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
R1,631/Night
7 Nights - R11,420
Condo
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R1,917/Night
7 Nights - R13,415
Condo
9.8(7 Reviews)
2 Bedrooms
2 Baths
4 Guests
1003 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
R2,136/Night
7 Nights - R14,947
Cayman Square Large Vacation Homes
Apartment
10.0(53 Reviews)
1 Bedroom
1 Bath
100 Guests
1000 ft²
- Pool
- Kitchen
- Parking
Air Conditioner
R2,144/Night
7 Nights - R15,013
House
10.0(2 Reviews)
4 Bedrooms
3 Baths
12 Guests
2346.53 ft²
- Spa
- Fireplace/Heating
- Pool
- Balcony/Terrace
R6,411/Night
7 Nights - R44,874
Villa
9.2(10 Reviews)
1 Bedroom
1 Bath
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R3,106/Night
7 Nights - R21,737
House
10.0(1 Review)
5 Bedrooms
3 Baths
16 Guests
3089.24 ft²
Oceanfront- Hot Tub
- Fireplace/Heating
- Pool
R5,570/Night
7 Nights - R38,991
House
10.0(1 Review)
5 Bedrooms
3 Baths
25 Guests
2000 ft²
- Pet Friendly
- Kitchen
- Air Conditioner
- Internet
R7,683/Night
7 Nights - R53,773
House
10.0(100 Reviews)
4 Bedrooms
2 Baths
10 Guests
1860 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R3,822/Night
7 Nights - R26,747
House
10.0(75 Reviews)
5 Bedrooms
2 Baths
12 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R6,450/Night
7 Nights - R45,155
House
10.0(68 Reviews)
3 Bedrooms
2 Baths
12 Guests
2000 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R5,230/Night
7 Nights - R36,618
Why Choose Rent By Owner for your Cayman Square Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Popular Areas for Cayman Square Vacation Rentals
Where are the best neighborhoods to stay in Cayman Square?
Choosing the right neighborhood to stay in within Cayman Square, Gilbert, Arizona, can enhance your vacation experience by offering convenient access to local amenities and a welcoming atmosphere. This area is known for its quiet streets and friendly community, making it an ideal base for exploring Gilbert’s surroundings. Whether you're seeking a peaceful retreat or a lively neighborhood with nearby conveniences, finding the perfect location in Cayman Square ensures a comfortable and enjoyable stay during your trip to Gilbert, Arizona.
Summer Meadows
In this neighborhood, you'll find a welcoming community with easy access to the best local amenities, making it an ideal spot for your stay in Gilbert. The region offers comfortable vacation rentals that provide a convenient and relaxing base for exploring the area's attractions.
View 790+ Rentals in Summer MeadowsBest Times to Visit Cayman Square
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here can enhance your experience, as the region offers different weather patterns and activities throughout the year that suit various preferences for your stay.
Peak Season Highlights
Spring (March to May)
During spring, the area experiences pleasant weather, making it ideal for exploring your surroundings and enjoying outdoor activities.
Average Temperature Daytime: high 70s to low 80s °F - Nighttime: mid 50s to mid 60s °F
Fall (September to November)
Autumn offers mild temperatures and fewer crowds, providing a comfortable setting for your stay in this popular Arizona destination.
Average Temperature Daytime: high 70s to low 80s °F - Nighttime: mid 50s to mid 60s °F
Off-Season Highlights
Summer (June to August)
Summertime can bring hotter days, which might be perfect if you enjoy warm weather and indoor leisure activities in the region.
Average Temperature Daytime: mid to high 90s °F - Nighttime: mid 70s to mid 80s °F
Winter (December to February)
During winter, the cooler temperatures create a quieter atmosphere, ideal for visitors seeking a peaceful retreat in this area.
Average Temperature Daytime: high 50s to mid 60s °F - Nighttime: mid 30s to mid 40s °F
Weekly Weather Forecast for Cayman Square
How to Book Your Cayman Square Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Cayman Square
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- You can enjoy a private outdoor patio or seating area to relax after exploring the local attractions.
- Many properties feature a sparkling swimming pool, perfect for cooling off during warm Arizona days.
- Look for outdoor grills or barbecue stations to host enjoyable cookouts with family and friends.
- Patio umbrellas or shaded lounging areas are common amenities to provide comfort from the sun.
- Some rentals offer beautifully landscaped yards or gardens for outdoor strolls and leisure activities.
- You may find tennis courts or other outdoor sports facilities available for active recreation.
- Outdoor fire pits or cozy fireplaces are often included, ideal for gathering in the cool desert evenings.
Top Attractions Around Cayman Square
What attractions are nearby?
In this vibrant area, you can enjoy a variety of outdoor activities and local attractions, making it an ideal destination for those looking to explore and unwind during their stay here.
Family Activities
- Gilbert Heritage District: Explore the historic district with its charming shops, local eateries, and family-friendly events that showcase the area's rich culture.
- Riparian Preserve at Water Ranch: Enjoy outdoor adventures such as bird watching, walking trails, and picnicking in this scenic nature reserve perfect for family outings.
- Topgolf Gilbert: Have a fun-filled day at this entertainment venue offering interactive golf games suitable for all ages, making it a great activity for families staying nearby.
- Arizona Railway Museum: Discover the region’s railway history through engaging exhibits and train rides designed to delight young and old alike.
Adult Activities
- Golfing at Trilogy Golf Club: Enjoy a day on the greens at Trilogy Golf Club, where you can experience beautifully maintained courses designed for all skill levels.
- Explore SanTan Village Shopping Center: Indulge in retail therapy and dine at popular eateries within this vibrant shopping destination nearby.
- Visit Gilbert Regional Park: Spend relaxing hours outdoors, taking in scenic views, walking trails, and family-friendly activities in this expansive regional park.
- Experience local art at Gilbert Art Walk: Discover the region’s creative side by strolling through galleries and attending art events that showcase local talent.
Cayman Square Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining Options: Take advantage of the region's diverse eateries to enjoy authentic southwestern cuisine and regional flavors during your stay.
- Plan Outdoor Activities: Make the most of the area's pleasant climate by scheduling outdoor adventures such as hiking or scenic drives around this destination.
- Visit Nearby Attractions: Discover popular local sites and recreational spots close to your accommodation to experience the best of what the area offers.
- Utilize Transportation Resources: Opt for convenient transportation options available here to easily navigate the region and maximize your time exploring.
Transportation Options
- Personal Vehicles: Traveling by car offers the flexibility to explore the region at your own pace, with ample parking options available near your vacation rental here.
- Public Transit: Local bus services provide an economical and reliable way to get around the area, connecting you to key destinations in Gilbert and beyond.
- Taxi and Rideshare Services: Convenient options like taxis and rideshare apps ensure quick transportation during your stay in this destination, especially for short trips or when traveling in groups.
- Bicycle Rentals: Biking is a great way to enjoy the scenic views of the region, with nearby bike lanes and rental shops making active exploration easy and enjoyable.
Local Customs Options
- Western Hospitality: You'll notice that friendly welcomes and respectful manners are an integral part of local interactions here in the region.
- Community Events: Participating in neighborhood gatherings and local celebrations offers a genuine glimpse into the area's community spirit.
- Outdoor Etiquette: Respect for the natural environment is important, with emphasis on preserving the parks and outdoor spaces you'll enjoy during your stay.
- Respect for Local Customs: Understanding traditional practices and cultural expressions enhances your experience and connection with the area.
Frequently Asked Questions About Cayman Square?
1. What are the top vacation rentals in Cayman Square?
There are a lot of options in Cayman Square. If you plan on staying in the Cayman Square area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Cayman Square:
- The Big House! 1 Acre! Pickleball, Hot Tub, Pool & More!
- Private Vacation Getaway! Plenty of Sunshine w/Pool & Comfy Place to Stay.
- Chandler Oasis: Patio, Hot Tub & Nearby Parks
- POOL OASIS! Super Reviews! EV Charger/1BR King/Wash/Dryer/Kitchenette/Sleeps 4
- Gilbert Home, Walk to Downtown, Restaurants, Nightlife 10+ location!
- 4 bedroom Home in Gilbert, Val Vista Lakes master planned community, Sleeps 8-1
- Chandler Home with Pool , Close to Airport and Spring Training
- Oasis - Heated Pool - King Bed - Game Room - Golf
- Downtown Gilbert Getaway - Sleeps 8
- Brand New Townhome in the heart of Downtown Gilbert
2. How many vacation rentals have private pools in Cayman Square?
There are 237 vacation rentals with private pools near Cayman Square. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Cayman Square are best for families?
If you are looking for a family-friendly vacation home in Cayman Square, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Cayman Square:
4. How many Rentbyowner vacation rentals are available in Cayman Square?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 800 in the Cayman Square area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Cayman Square.
5. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary by property, so it’s best to review the specific listing details or contact the owner directly for accurate information regarding cancellations and potential refunds.
6. Are there any additional fees I should be aware of when booking a rental in this destination?
Additional fees such as cleaning, service charges, or taxes are typically listed on the property page. We recommend checking the listing details or reaching out to the host for clarification before finalizing your reservation.
7. How do I confirm my booking and what is the process for payment?
Once you select your preferred property, you can proceed with the booking through the site, where you'll be guided through the secure payment process. For confirmation, make sure to follow the instructions provided after completing your payment.
8. Is there a minimum stay requirement at properties here?
Minimum stay requirements can differ by property, especially during peak seasons or special events. It’s best to review the individual listing to confirm the length of stay required for your desired dates.
9. What amenities are generally included in the vacation rentals available here?
Most rentals offer essential amenities such as Wi-Fi, parking, and kitchen facilities. For specific features like pools or pet-friendly options, please refer to the property description or contact the owner directly to ensure your needs are met.
Cayman Square Top Rated Vacation Rentals
House
10.0(245 Reviews)
3 Bedrooms
2 Baths
6 Guests
1700 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
R3,402/Night
7 Nights - R23,813
House
10.0(167 Reviews)
1 Bedroom
1 Bath
4 Guests
510 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
R2,471/Night
7 Nights - R17,287
House
10.0(135 Reviews)
3 Bedrooms
2 Baths
6 Guests
1540 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
R4,644/Night
7 Nights - R32,515
House
10.0(62 Reviews)
3 Bedrooms
2 Baths
7 Guests
2100 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R3,425/Night
7 Nights - R23,978
House
10.0(53 Reviews)
4 Bedrooms
2 Baths
7 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R3,147/Night
7 Nights - R22,033
House
10.0(49 Reviews)
4 Bedrooms
2 Baths
8 Guests
1700 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
R4,644/Night
7 Nights - R32,515
House
10.0(47 Reviews)
3 Bedrooms
2 Baths
6 Guests
1500 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R4,878/Night
7 Nights - R34,146
House
10.0(37 Reviews)
5 Bedrooms
2 Baths
11 Guests
2200 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
R4,217/Night
7 Nights - R29,515
