2998+ Perfect Pickle Stays with Nearby Pickleball Facilities |
San Massimo pickleball Stays, Resort Rentals, & Homes
Apartment
10.0Exceptional
(52 Reviews)
3 Bedrooms
3 Baths
6 Guests
2260 ft²
Private Pool
Oceanfront
Hot Tub
Fireplace/Heating
US $419/Night
7 Nights - US $2,930
Bed & Breakfast
10.0Exceptional
(27 Reviews)
1 Bedroom
1 Bath
2 Guests
269.1 ft²
- Oceanfront
- Fireplace/Heating
Ocean View
Balcony/Terrace
US $154/Night
7 Nights - US $1,075
Apartment
- Liguria
- ·
- Santa Margherita Ligure
- 0.22 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly
Kitchen
US $139/Night
7 Nights - US $973
House
10.0Exceptional
(51 Reviews)
4 Bedrooms
3 Baths
10 Guests
1507 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $378/Night
7 Nights - US $2,647
Apartment
10.0Exceptional
(19 Reviews)
2 Bedrooms
2 Baths
4 Guests
947.22 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $410/Night
7 Nights - US $2,870
Apartment
10.0Exceptional
(46 Reviews)
1 Bedroom
1 Bath
2 Guests
667 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
View
US $215/Night
7 Nights - US $1,505
Apartment
10.0Exceptional
(33 Reviews)
2 Bedrooms
1 Bath
4 Guests
710 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $264/Night
7 Nights - US $1,846
Apartment
- Santa Margherita Ligure
- ·
- San Lorenzo della Costa
- 0.53 mi to center
10.0Exceptional
(32 Reviews)
3 Bedrooms
1 Bath
4 Guests
1023 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $144/Night
7 Nights - US $1,006
Villa
- Liguria
- ·
- Santa Margherita Ligure
- 0.30 mi to center
10.0Exceptional
(23 Reviews)
6 Bedrooms
5 Baths
12 Guests
3767 ft²
- Private Pool
- Fireplace/Heating
Pool- Balcony/Terrace
US $2,314/Night
7 Nights - US $16,199
Luxury Places to Stay in San Massimo
Over 2989+ Luxury Places to Stay in or Near San Massimo
Villa
- Liguria
- ·
- Santa Margherita Ligure
- 1.51 mi to center
3 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Pet Friendly
Child Friendly
Laundry
US $4,650/Night
7 Nights - US $32,551
Apartment
8.6Fabulous
(11 Reviews)
3 Bedrooms
2 Baths
6 Guests
1291.67 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
Parking
US $4,549/Night
7 Nights - US $31,846
New
Villa
5 Bedrooms
5 Baths
20 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $4,526/Night
7 Nights - US $31,683
Villa
- Santa Margherita Ligure
- ·
- San Lorenzo della Costa
- 0.58 mi to center
4 Bedrooms
4 Baths
8 Guests
2690.98 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $4,460/Night
7 Nights - US $31,223
Apartment
8.3Excellent
(6 Reviews)
1 Bedroom
1 Bath
6 Guests
645.83 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
US $4,256/Night
7 Nights - US $29,794
New
Villa
- Santa Margherita Ligure
- ·
- Paraggi
- 0.05 mi to center
5 Bedrooms
7 Baths
12 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $4,172/Night
7 Nights - US $29,206
Villa
- Liguria
- ·
- Santa Margherita Ligure
- 0.27 mi to center
5 Bedrooms
5 Baths
8 Guests
- Hot Tub
Spa- Fireplace/Heating
- Ocean View
US $3,968/Night
7 Nights - US $27,774
Villa
3 Bedrooms
5 Baths
6 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $3,213/Night
7 Nights - US $22,492
Villa
9.2Exceptional
(8 Reviews)
6 Bedrooms
4 Baths
14 Guests
2701.74 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $3,099/Night
7 Nights - US $21,693
Top-Rated Villas with a Pool in San Massimo
Over 351+ Top-Rated Private Villas with a Pool in or Near San Massimo
Villa
10.0Exceptional
(11 Reviews)
8 Bedrooms
6 Baths
16 Guests
2691 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $468/Night
7 Nights - US $3,274
Villa
- Liguria
- ·
- Santa Margherita Ligure
- 0.45 mi to center
10.0Exceptional
(5 Reviews)
5 Bedrooms
5 Baths
10 Guests
3767 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $3,052/Night
7 Nights - US $21,361
House
- Liguria
- ·
- Santa Margherita Ligure
- 0.74 mi to center
10.0Exceptional
(5 Reviews)
6 Bedrooms
4 Baths
12 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $1,758/Night
7 Nights - US $12,305
Villa
10.0Exceptional
(4 Reviews)
4 Bedrooms
5 Baths
8 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $1,289/Night
7 Nights - US $9,022
Villa
10.0Exceptional
(3 Reviews)
4 Bedrooms
5 Baths
8 Guests
3767.37 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $691/Night
7 Nights - US $4,837
House
10.0Exceptional
(2 Reviews)
6 Bedrooms
6 Baths
16 Guests
2476 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $2,001/Night
7 Nights - US $14,005
Villa
10.0Exceptional
(2 Reviews)
5 Bedrooms
5 Baths
20 Guests
3229 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $1,060/Night
7 Nights - US $7,422
Villa
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
807.29 ft²
- Pool
- Balcony/Terrace
- View
- Pet Friendly
US $384/Night
7 Nights - US $2,687
Apartment
10.0Exceptional
(2 Reviews)
1 Bedroom
2 Baths
6 Guests
1076 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $373/Night
7 Nights - US $2,612
Pet-Friendly Villas in San Massimo
Over 1171+ Pet-Friendly Private Villas in or Near San Massimo
Apartment
10.0Exceptional
(8 Reviews)
2 Bedrooms
2 Baths
4 Guests
1184 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $276/Night
7 Nights - US $1,930
House
10.0Exceptional
(8 Reviews)
2 Bedrooms
1 Bath
6 Guests
968.75 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $146/Night
7 Nights - US $1,022
Apartment
- Liguria
- ·
- Santa Margherita Ligure
- 0.30 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $213/Night
7 Nights - US $1,491
Apartment
10.0Exceptional
(5 Reviews)
3 Bedrooms
2 Baths
8 Guests
1076 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $501/Night
7 Nights - US $3,508
House
- Santa Margherita Ligure
- ·
- San Lorenzo della Costa
- 0.28 mi to center
10.0Exceptional
(7 Reviews)
1 Bedroom
1 Bath
2 Guests
1076.39 ft²
- Hot Tub
- Balcony/Terrace
- View
- Pet Friendly
US $215/Night
7 Nights - US $1,503
Apartment
- Liguria
- ·
- Santa Margherita Ligure
- 0.66 mi to center
10.0Exceptional
(5 Reviews)
3 Bedrooms
2 Baths
7 Guests
1507 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $320/Night
7 Nights - US $2,237
Apartment
- Santa Margherita Ligure
- ·
- San Lorenzo della Costa
- 0.16 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
3 Guests
861 ft²
- Ocean View
- Balcony/Terrace
- View
Breakfast
US $199/Night
7 Nights - US $1,395
Apartment
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
5 Guests
807 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $207/Night
7 Nights - US $1,450
Apartment
10.0Exceptional
(3 Reviews)
1 Bedroom
2 Baths
4 Guests
700 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $378/Night
7 Nights - US $2,649
Large Private Villas in San Massimo
Over 202+ Large Villas in or Near San Massimo for Groups and Families
Villa
10.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
10 Guests
1938 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $524/Night
7 Nights - US $3,668
Villa
- Santa Margherita Ligure
- ·
- San Lorenzo della Costa
- 0.47 mi to center
9.9Exceptional
(13 Reviews)
5 Bedrooms
5 Baths
10 Guests
2152.78 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $344/Night
7 Nights - US $2,408
Villa
- Rapallo
- ·
- San Massimo
- 0.60 mi to center
6.0Good
(1 Review)
1 Bedroom
1 Bath
- Balcony/Terrace
- Pet Friendly
Internet- Child Friendly
US $773/Night
7 Nights - US $5,411
Apartment
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
13 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $448/Night
7 Nights - US $3,137
Villa
- Santa Margherita Ligure
- ·
- San Lorenzo della Costa
- 0.49 mi to center
9.8Exceptional
(18 Reviews)
3 Bedrooms
3 Baths
6 Guests
172.22 ft²
- View
- Pet Friendly
- Parking
Air Conditioner
US $583/Night
7 Nights - US $4,081
Villa
- Liguria
- ·
- Santa Margherita Ligure
- 0.38 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
7 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $788/Night
7 Nights - US $5,517
Villa
- Santa Margherita Ligure
- ·
- Paraggi
- 0.09 mi to center
9.6Exceptional
(26 Reviews)
5 Bedrooms
3 Baths
9 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $1,075/Night
7 Nights - US $7,525
Villa
9.6Exceptional
(9 Reviews)
4 Bedrooms
2 Baths
10 Guests
1938 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $603/Night
7 Nights - US $4,221
Villa
9.4Exceptional
(3 Reviews)
3 Bedrooms
1 Bath
5 Guests
807 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $941/Night
7 Nights - US $6,586
Wheelchair Accessible Holiday Homes in San Massimo
Over 452+ Wheelchair Accessible Villas and Holiday Homes in or Near San Massimo
Apartment
10.0Exceptional
(12 Reviews)
2 Bedrooms
2 Baths
4 Guests
646 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $265/Night
7 Nights - US $1,858
Apartment
9.7Exceptional
(84 Reviews)
26 Bedrooms
26 Baths
71 Guests
2784.26 ft²
- Oceanfront
- Spa
- Fireplace/Heating
- Ocean View
US $1,175/Night
7 Nights - US $8,226
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Internet
US $382/Night
7 Nights - US $2,674
Apartment
- Liguria
- ·
- Santa Margherita Ligure
- 0.11 mi to center
10.0Exceptional
(5 Reviews)
3 Bedrooms
5 Baths
7 Guests
1701 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $842/Night
7 Nights - US $5,891
Apartment
9.6Exceptional
(8 Reviews)
1 Bedroom
1 Bath
6 Guests
645.83 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $193/Night
7 Nights - US $1,349
Apartment
- Liguria
- ·
- Santa Margherita Ligure
- 0.11 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
2 Baths
6 Guests
1249 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $574/Night
7 Nights - US $4,017
Apartment
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
5 Guests
958 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $362/Night
7 Nights - US $2,531
Apartment
10.0Exceptional
(3 Reviews)
3 Bedrooms
4 Baths
6 Guests
1722 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $756/Night
7 Nights - US $5,289
Apartment
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
1292 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $497/Night
7 Nights - US $3,477
San Massimo Villas, Airbnb and Holiday Homes Under $200
Over 1531+ San Massimo Private Villas, Airbnb and Holiday Homes Under $200
Apartment
10.0Exceptional
(13 Reviews)
1 Bedroom
1 Bath
3 Guests
409 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $158/Night
7 Nights - US $1,109
Apartment
10.0Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
7 Guests
1076.39 ft²
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Air Conditioner
US $140/Night
7 Nights - US $977
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $161/Night
7 Nights - US $1,125
Apartment
10.0Exceptional
(2 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $194/Night
7 Nights - US $1,359
House
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
226.04 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
US $122/Night
7 Nights - US $851
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $188/Night
7 Nights - US $1,314
Apartment
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
527 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $185/Night
7 Nights - US $1,293
Apartment
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
237 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $104/Night
7 Nights - US $731
Condo
10.0Exceptional
(1 Review)
3 Bedrooms
6 Baths
6 Guests
1300 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $185/Night
7 Nights - US $1,297
Instantly Bookable Villa Rentals in San Massimo
Over 886+ Instantly Bookable Private Villas in or Near San Massimo
Apartment
- Liguria
- ·
- Santa Margherita Ligure
- 0.11 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
2 Baths
6 Guests
861 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $496/Night
7 Nights - US $3,473
Apartment
9.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
646 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $307/Night
7 Nights - US $2,150
Apartment
- Liguria
- ·
- Santa Margherita Ligure
- 0.07 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
2 Baths
6 Guests
861 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $447/Night
7 Nights - US $3,126
Apartment
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
409 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $315/Night
7 Nights - US $2,203
House
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
6 Guests
646 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $224/Night
7 Nights - US $1,571
Apartment
- Santa Margherita Ligure
- ·
- San Lorenzo della Costa
- 0.68 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
721 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Internet
US $223/Night
7 Nights - US $1,563
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
5 Guests
872 ft²
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $1,330/Night
7 Nights - US $9,310
Apartment
- Liguria
- ·
- Santa Margherita Ligure
- 0.11 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
7 Guests
1625 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $821/Night
7 Nights - US $5,747
House
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1184 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
US $663/Night
7 Nights - US $4,638
Book a Last Minute Place to Stay in San Massimo
About San Massimo Vacation Rentals
Discover over 2998 amazing vacation rental options in San Massimo 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 San Massimo.
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 675.08 ft², with prices averaging US $295 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 San Massimo.
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Top Pickleball-Ready Accommodation Types in San Massimo
| Type | Count |
|---|---|
| Holiday Apartments | 2437 |
| Vacation Homes | 250 |
| Villas | 141 |
| Cottages | 1 |
Use these Quick Filters to Find a Vacation Rental in San Massimo
★ 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 San Massimo with PickleTrip™.
Top Attractions Around San Massimo, IT
PickleTrip offers a large selection of top attractions around San Massimo . Research things to do on your vacation before you visit San Massimo.
Frequently Asked Questions About San Massimo?
What are the top vacation rentals, resorts, and hotels in San Massimo 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 San Massimo. 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 San Massimo!
- Elegant apartment with breathtaking view of the Gulf of Tigullio
- House with garden overlooking the sea
- Camogli - Charming Apartment Right Over the Sea
- Rapallo: elegant period apartment by the sea, with wi-fi, renovated in 2024
- Apartment in the countryside closed to the sea
- Villa Albachiara
- Villa Clara Luxury Villa
- Maison Mazzini48
- Appartamento Rapallo Sky Garden Maria Jose Liguria - Attico vista mare - Terraces - 2 bagni- 2 Camera da Letto - Box, Wi-fi, Idromassaggio Free inteiro Attico per Voi, con Ascensore
- Apartment in the Historic Center, 80m from the Sea
How many pickleball-ready properties have private pools in San Massimo?
Discover 70 accommodations with private or nearby pickleball courts in San Massimo. Some of the best destinations to stay and play pickleball are:
- Cosy apartment with WIFI, private pool, terrace, pets allowed, panoramic view, close to Portofino
- Open space con giardino vicino mare 010007-LT-0081
- Il Leccio Luxury Resort
- Apartment in Recco with 1 bedrooms sleeps 4
Which vacation rentals, resorts, or hotels in San Massimo is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in San Massimo? 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.
How many PickleTrip vacation rentals or resorts are available in San Massimo?
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 2998 properties listed in San Massimo 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.
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