Cayman Square pickleball Stays, Resort Rentals, & Homes
House
- Phoenix
- ·
- The Islands
- 0.11 mi to center
9.8Exceptional
(50 Reviews)
2 Bedrooms
2 Baths
6 Guests
1137 ft²
Parking
Pool
Ocean View
Balcony/Terrace
US $158/Night
7 Nights - US $1,107
House
10.0Exceptional
(5 Reviews)
4 Bedrooms
2 Baths
8 Guests
1603.82 ft²
- Parking
- Balcony/Terrace
View
Air Conditioner
US $173/Night
7 Nights - US $1,213
Cottage
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $514/Night
7 Nights - US $3,601
House
10.0Exceptional
(39 Reviews)
7 Bedrooms
4 Baths
25 Guests
Private Pool
Hot Tub- Parking
- Pool
US $1,199/Night
7 Nights - US $8,392
House
10.0Exceptional
(4 Reviews)
3 Bedrooms
3 Baths
6 Guests
2142.02 ft²
Oceanfront- Parking
- Pool
- Ocean View
US $363/Night
7 Nights - US $2,541
House
- Phoenix
- ·
- Val Vista Lakes
- 0.81 mi to center
10.0Exceptional
(31 Reviews)
3 Bedrooms
2 Baths
8 Guests
1800 ft²
- Parking
- Pool
- Balcony/Terrace
Kitchen
US $332/Night
7 Nights - US $2,321
House
- Phoenix
- ·
- The Islands
- 0.39 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $155/Night
7 Nights - US $1,082
House
10.0Exceptional
(1 Review)
8 Bedrooms
4 Baths
24 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $1,119/Night
7 Nights - US $7,834
House
- Phoenix
- ·
- Dobson Ranch
- 0.46 mi to center
6.0Good
(1 Review)
3 Bedrooms
2 Baths
6 Guests
1732 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $92/Night
7 Nights - US $641
Luxury Places to Stay in Cayman Square
Over 812+ Luxury Places to Stay in or Near Cayman Square
House
3 Bedrooms
2 Baths
12 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $418/Night
7 Nights - US $2,925
House
- Phoenix
- ·
- The Islands
- 0.58 mi to center
3 Bedrooms
3 Baths
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $118/Night
7 Nights - US $826
House
4 Bedrooms
2 Baths
10 Guests
1615 ft²
Breakfast- Parking
- Pool
Skiing
Unlock the Best Price
House
- Phoenix
- ·
- Neely Farms
- 0.12 mi to center
4 Bedrooms
2 Baths
7 Guests
2034.38 ft²
- Parking
- Pool
- View
- Air Conditioner
US $4,001/Night
7 Nights - US $28,007
House
- Phoenix
- ·
- Val Vista Lakes
- 0.80 mi to center
4 Bedrooms
2 Baths
11 Guests
1808.34 ft²
- Parking
- Pool
- View
- Air Conditioner
US $3,992/Night
7 Nights - US $27,944
Apartment
2 Bedrooms
2 Baths
5 Guests
US $2,285/Night
7 Nights - US $15,995
House
- Phoenix
- ·
- The Islands
- 0.56 mi to center
9.0Exceptional
(1 Review)
6 Bedrooms
4 Baths
16 Guests
4176.4 ft²
- Hot Tub
- Parking
- Pool
- Air Conditioner
US $1,777/Night
7 Nights - US $12,439
House
- Phoenix
- ·
- Provinces Master Community
- 0.35 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $1,241/Night
7 Nights - US $8,687
House
- Phoenix
- ·
- Provinces Master Community
- 0.44 mi to center
8.6Fabulous
(4 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $1,234/Night
7 Nights - US $8,639
Top-Rated Villas with a Pool in Cayman Square
Over 475+ Top-Rated Private Villas with a Pool in or Near Cayman Square
House
10.0Exceptional
(179 Reviews)
1 Bedroom
1 Bath
4 Guests
510 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $213/Night
7 Nights - US $1,489
House
10.0Exceptional
(75 Reviews)
5 Bedrooms
2 Baths
12 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $551/Night
7 Nights - US $3,854
House
- Phoenix
- ·
- Dobson Ranch
- 1.09 mi to center
10.0Exceptional
(74 Reviews)
3 Bedrooms
2 Baths
12 Guests
2000 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $549/Night
7 Nights - US $3,843
House
10.0Exceptional
(66 Reviews)
3 Bedrooms
2 Baths
7 Guests
2100 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $276/Night
7 Nights - US $1,934
House
10.0Exceptional
(59 Reviews)
4 Bedrooms
2 Baths
7 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $239/Night
7 Nights - US $1,673
House
10.0Exceptional
(53 Reviews)
3 Bedrooms
2 Baths
6 Guests
1500 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $366/Night
7 Nights - US $2,563
House
- Phoenix
- ·
- Val Vista Lakes
- 0.79 mi to center
10.0Exceptional
(53 Reviews)
3 Bedrooms
2 Baths
8 Guests
1700 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $348/Night
7 Nights - US $2,438
Apartment
10.0Exceptional
(53 Reviews)
1 Bedroom
1 Bath
100 Guests
1000 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $186/Night
7 Nights - US $1,303
House
10.0Exceptional
(39 Reviews)
4 Bedrooms
2 Baths
11 Guests
2200 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $312/Night
7 Nights - US $2,181
Pet-Friendly Villas in Cayman Square
Over 257+ Pet-Friendly Private Villas in or Near Cayman Square
House
10.0Exceptional
(41 Reviews)
2 Bedrooms
1 Bath
6 Guests
1200 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
Pet Friendly
US $237/Night
7 Nights - US $1,656
House
- Phoenix
- ·
- Madera Parc
- 0.08 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
9 Guests
1980.56 ft²
- Hot Tub
- Parking
- Pool
Spa
US $295/Night
7 Nights - US $2,067
House
3 Bedrooms
2 Baths
9 Guests
2055 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $364/Night
7 Nights - US $2,550
House
- Phoenix
- ·
- Provinces Master Community
- 0.13 mi to center
10.0Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $133/Night
7 Nights - US $934
House
- Phoenix
- ·
- Provinces Master Community
- 0.56 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
1528.48 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $360/Night
7 Nights - US $2,520
House
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
5 Guests
995 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $280/Night
7 Nights - US $1,961
Condo
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $143/Night
7 Nights - US $998
Condo
9.8Exceptional
(21 Reviews)
2 Bedrooms
2 Baths
4 Guests
1003 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $132/Night
7 Nights - US $923
House
9.8Exceptional
(12 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $171/Night
7 Nights - US $1,196
Large Private Villas in Cayman Square
Over 176+ Large Villas in or Near Cayman Square for Groups and Families
Villa
9.2Exceptional
(10 Reviews)
1 Bedroom
1 Bath
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $208/Night
7 Nights - US $1,453
House
- Phoenix
- ·
- Madera Parc
- 0.17 mi to center
10.0Exceptional
(3 Reviews)
4 Bedrooms
3 Baths
12 Guests
2346.53 ft²
- Parking
- Pool
- Spa
- Balcony/Terrace
US $484/Night
7 Nights - US $3,385
House
10.0Exceptional
(36 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $398/Night
7 Nights - US $2,788
House
- Phoenix
- ·
- Dobson Woods
- 0.19 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
3 Baths
16 Guests
3089.24 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $338/Night
7 Nights - US $2,366
House
- Phoenix
- ·
- Madera Parc
- 0.06 mi to center
10.0Exceptional
(35 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $431/Night
7 Nights - US $3,020
House
- Phoenix
- ·
- Dobson Ranch
- 0.85 mi to center
10.0Exceptional
(25 Reviews)
5 Bedrooms
2 Baths
16 Guests
2000 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $542/Night
7 Nights - US $3,794
New
House
10.0Exceptional
(24 Reviews)
5 Bedrooms
3 Baths
12 Guests
- Private Pool
- Parking
- Pool
- Kitchen
US $279/Night
7 Nights - US $1,953
House
10.0Exceptional
(19 Reviews)
5 Bedrooms
3 Baths
10 Guests
2200 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $406/Night
7 Nights - US $2,841
House
10.0Exceptional
(18 Reviews)
3 Bedrooms
2 Baths
10 Guests
2200 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $421/Night
7 Nights - US $2,947
Wheelchair Accessible Holiday Homes in Cayman Square
Over 37+ Wheelchair Accessible Villas and Holiday Homes in or Near Cayman Square
House
- Phoenix
- ·
- The Islands
- 0.84 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
1700 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $182/Night
7 Nights - US $1,272
House
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
8 Guests
1689.93 ft²
- Parking
- Pool
- Balcony/Terrace
- Air Conditioner
US $541/Night
7 Nights - US $3,787
Hotel
9.6Exceptional
(126 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $101/Night
7 Nights - US $707
House
- Phoenix
- ·
- Cayman Square
- 0.12 mi to center
5.0Average
(52 Reviews)
3 Bedrooms
2 Baths
6 Guests
1627 ft²
- Private Pool
- Pool
- Kitchen
- Air Conditioner
US $225/Night
7 Nights - US $1,575
House
9.0Exceptional
(1 Review)
4 Bedrooms
4 Baths
8 Guests
1926.74 ft²
- Hot Tub
- Parking
- Kitchen
Internet
US $257/Night
7 Nights - US $1,799
House
- Phoenix
- ·
- The Islands
- 0.48 mi to center
5.0Average
(10 Reviews)
3 Bedrooms
2 Baths
6 Guests
1782 ft²
- Kitchen
- Air Conditioner
- Internet
Child Friendly
US $179/Night
7 Nights - US $1,253
House
5.0Average
(3 Reviews)
3 Bedrooms
2 Baths
8 Guests
1600 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $139/Night
7 Nights - US $973
House
4.9Average
(7 Reviews)
4 Bedrooms
2 Baths
10 Guests
1450 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $171/Night
7 Nights - US $1,197
Apartment
3.2Average
(8 Reviews)
1 Bedroom
1 Bath
4 Guests
1 ft²
- Kitchen
- Air Conditioner
Wheelchair Accessible
TV
US $45/Night
7 Nights - US $315
Cayman Square Villas, Airbnb and Holiday Homes Under $200
Over 265+ Cayman Square Private Villas, Airbnb and Holiday Homes Under $200
House
- Phoenix
- ·
- The Islands
- 0.12 mi to center
10.0Exceptional
(37 Reviews)
2 Bedrooms
2 Baths
6 Guests
1150 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $106/Night
7 Nights - US $743
Apartment
9.7Exceptional
(14 Reviews)
1 Bedroom
1 Bath
4 Guests
1001.04 ft²
- Parking
- Internet
- Child Friendly
Security/Safety
US $89/Night
7 Nights - US $623
Hotel
8.8Fabulous
(1006 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $170/Night
7 Nights - US $1,192
House
10.0Exceptional
(33 Reviews)
2 Bedrooms
1 Bath
4 Guests
990 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $187/Night
7 Nights - US $1,308
House
9.7Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
1087.15 ft²
- Hot Tub
- Parking
- Internet
Wellness Facilities
US $195/Night
7 Nights - US $1,367
House
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $194/Night
7 Nights - US $1,355
House
10.0Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $137/Night
7 Nights - US $961
Apartment
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $151/Night
7 Nights - US $1,054
Condo
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
986 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $122/Night
7 Nights - US $856
Instantly Bookable Villa Rentals in Cayman Square
Over 501+ Instantly Bookable Private Villas in or Near Cayman Square
House
10.0Exceptional
(38 Reviews)
2 Bedrooms
2 Baths
4 Guests
900 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $230/Night
7 Nights - US $1,612
Apartment
8.0Excellent
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $195/Night
7 Nights - US $1,362
House
10.0Exceptional
(36 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $209/Night
7 Nights - US $1,463
House
10.0Exceptional
(24 Reviews)
2 Bedrooms
2 Baths
5 Guests
1087 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $209/Night
7 Nights - US $1,464
House
10.0Exceptional
(18 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $235/Night
7 Nights - US $1,645
Condo
- Phoenix
- ·
- Dobson Ranch
- 0.97 mi to center
10.0Exceptional
(8 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
US $262/Night
7 Nights - US $1,837
Apartment
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
893 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $142/Night
7 Nights - US $996
House
9.8Exceptional
(12 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $209/Night
7 Nights - US $1,463
New
Condo
9.6Exceptional
(36 Reviews)
2 Bedrooms
2 Baths
4 Guests
893 ft²
- Child Friendly
US $234/Night
7 Nights - US $1,640
Book a Last Minute Place to Stay in Cayman Square
About Cayman Square Vacation Rentals
Discover over 821 amazing vacation rental options in Cayman Square with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in Cayman Square.
Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 937.1 ft², with prices averaging US $344 per night.
With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in Cayman Square.
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Top Pickleball-Ready Accommodation Types in Cayman Square
| Type | Count |
|---|---|
| Vacation Homes | 605 |
| Holiday Apartments | 141 |
| Cottages | 3 |
| Villas | 2 |
Use these Quick Filters to Find a Vacation Rental in Cayman Square
★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in Cayman Square with PickleTrip™.
Weather in Cayman Square, AZ
View the weather forecast for Cayman Square before booking your Cayman Square Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Frequently Asked Questions About Cayman Square?
What are the top vacation rentals, resorts, and hotels in Cayman Square with Courts?
Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in Cayman Square. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in Cayman Square!
- HUGE private “cabin in desert” mansion with resort backyard gilbert
- Sanctuary at Val Vista Lakes
- Cozy lake view community
- YNotStay GilbertAZ - Spacious Gilbert Getaway Private Pool Home Retreat
- Beautifully Remodeled & Fully Furnished Townhouse on the Water!
- NEW! Remodeled & Fresh - Community Amenities Included! 30-Night Min Stay
- Gilbert Pool Retreat + Hot Tub | Game Room + Park
- Charming 3-bedroom house with pool , WiFi, AC in fantastic Gilbert
- Single-Level Chandler Home · Hot Tub · Work-Friendly
- POOL OASIS! Super Reviews! EV Charger/1BR King/Wash/Dryer/Kitchenette/Sleeps 4
How many pickleball-ready properties have private pools in Cayman Square?
Discover 239 accommodations with private or nearby pickleball courts in Cayman Square. Some of the best destinations to stay and play pickleball are:
- Fantastic Location! 1/2 mi to Downtown Gilbert-4 Beds, Priv Pool, Putting Green
- Best Western Plus Gilbert/Mesa
- Open Floor Mesa Gable Vacation Home with Heated Pool by Redawning
- Pool, Putting Green & Games: Chandler Home!
Which vacation rentals, resorts, or hotels in Cayman Square is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Cayman Square? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.
- Arizona Themed Condo - 1st Floor, community Pool/Spa - Great Location!
- Pool, Putting Green & Games: Chandler Home!
- Residence Inn Phoenix Mesa
How many PickleTrip vacation rentals or resorts are available in Cayman Square?
PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 821 properties listed in Cayman Square in 2026, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Summer Meadows Vacation Rentals in Phoenix, Arizona | 813 |
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