Surf Break Rentals - Vacation Rentals in Santiago

Apartamento Ancora Mar From US $175
         

|
9.2 (7 Reviews)
Apartment
  • Parking
  • View
  • Wheelchair Accessible
Two sea balconies. WiFi + cable TV + A/C From US $136
         

9.8 (71 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Courtyard House - Sun, Barbecue, 3 'walk from the beach From US $96
         

10.0 (3 Reviews)
Apartment
  • Parking
  • Designated Smoking Area
  • TV
RENT4REST SESIMBRA OCEAN VIEW STUDIO - DIRECT BEACH ACCESS From US $171
         

Direct & Private beach access. 30 km from Lisbon From US $244
         

8.8 (5 Reviews)
Apartment
  • Parking
  • Designated Smoking Area
  • TV
Apartment with terrace sea view - 2 min from the beach From US $94
         

Luxury Places to Stay in Santiago

Over 500+ Luxury Places to Stay in or Near Santiago
GuestReady - A perfect stay near the beach From US $1,072
         

|
5.5 (2 Reviews)
Apartment
  • Child Friendly
  • Internet
150m From the Beach With Pool From US $643
         

10.0 (2 Reviews)
Condo
  • Parking
  • Pool
  • Security/Safety
Sesimbra Ocean Terrace From US $626
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pool
Vivenda Santiago From US $625
         

|
8.0 (26 Reviews)
House
  • Parking
  • Pool
  • View
Me&You - Family Beach House From US $590
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
House with Sea View and Private Pool From US $561
         

Sesimbra Mar Apartamento From US $558
         

New
Apartment
  • Air Conditioner
  • Parking
  • TV

Top-Rated Vacation Rentals with a Pool in Santiago

Over 97+ Top-Rated Vacation Rentals with a Pool in or Near Santiago
Stunning sea view apartment, great terrace and pool From US $293
         

Casa da Lua From US $187
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
GuestReady - Sesimbra Escape by the Sea From US $143
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Casa Boa Vista - Magnificent flat with sea view From US $389
         

10.0 (1 Review)
Condo
  • Pool
  • TV
  • Wheelchair Accessible
A&M Sesimbra Cliffs- Sea View From US $317
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • Pool
Luxury holiday home "Casa Paraiso" From US $314
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
Sea Sound Apartment From US $138
         

10.0 (1 Review)
Apartment
  • Pool
  • TV
  • Wheelchair Accessible
Dreams of the Sea/Ocean Dreams Sesimbra. Sea view. From US $237
         

9.8 (22 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Santiago

Over 81+ Pet-Friendly Vacation Rentals in or Near Santiago
Seascape Window From US $63
         

8.8 (15 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • View
House with sea and castle views From US $168
         

9.2 (28 Reviews)
Cottage
  • Parking
  • Pet Friendly
  • Designated Smoking Area
Casa Dora Gold by Sesimbra Sun Sea From US $347
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
Casa Sol & Mar by Sesimbra Sun Sea From US $282
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
Oasis Apartment by SesimbraSunSea From US $207
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
See More Pet-Friendly Vacation Rentals in Santiago on PetFriendly.io

Large Vacation Homes & Villas in Santiago

Over 23+ Large Vacation Homes & Villas in or Near Santiago
Villa In Sesimbra with garden by Beach With Sea & Castle Views From US $144
         

Penthouse Ocean View Sesimbra - parking @center From US $440
         

|
9.4 (51 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
gorgeous Deluxe Villa with sea views all around From US $418
         

9.4 (80 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Beach & Sea View: 3 Bedrooms, Family & Friends! From US $313
         

Wheelchair Accessible Vacation Homes in Santiago

Over 92+ Wheelchair Accessible Vacation Homes in or Near Santiago
My house in Sesimbra From US $143
         

10.0 (2 Reviews)
House
  • TV
  • Wheelchair Accessible
  • Accessibility
CALI Deluxe Holidays, Sesimbra From US $167
         

|
9.5 (245 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Casa da Praça From US $91
         

|
9.6 (17 Reviews)
House
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Sun&Sea FrontBeach Apartment - direct access to the beach! From US $249
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Designated Smoking Area
  • TV
Beach House on the golden beach! From US $219
         

10.0 (2 Reviews)
Apartment
  • Parking
  • TV
  • View
House on the beach in Sesimbra From US $111
         

10.0 (2 Reviews)
Apartment
  • TV
  • View
  • Wheelchair Accessible
T2 First line from the beach From US $172
         

9.8 (24 Reviews)
Apartment
  • Parking
  • TV
  • View
Lingon Silver Apartment, Wifi, AC, Balcony From US $129
         

9.8 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area

Santiago Vacation Rentals and Airbnb Places to Stay Under $200

Over 316+ Santiago Vacation Rentals and Airbnb Places to Stay Under $200
Lingon Gold Apartment, AC, Wifi, Balcony From US $151
         

New
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Lugar do Marquês From US $72
         

|
10.0 (2 Reviews)
Apartment
  • View
  • Ocean View
  • Child Friendly
Lá em Cima From US $57
         

7.6 (19 Reviews)
Bed & Breakfast
  • Parking
  • Balcony/Terrace
  • Security/Safety
apartment for holidays "casa do mastro" From US $142
         

9.0 (2 Reviews)
Apartment
  • Parking
  • Designated Smoking Area
  • TV
A Casa de Sesimbra com VISTA MAR by Trip2Portugal From US $115
         

10.0 (2 Reviews)
Apartment
  • TV
  • Security/Safety
  • Wellness Facilities
Cliffs Apt - Astonishing view over Sesimbra bay From US $162
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Refúgio do Paixão no Centro da Vila Junto à Praia From US $152
         

10.0 (1 Review)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Maison Du Village From US $130
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • View

Instantly Bookable Vacation Homes in Santiago

Over 126+ Instantly Bookable Vacation Homes in or Near Santiago
Janelas de Zimbra Lovely Apt with Pool and Sea View by Lisbeyond From US $223
         

9.6 (5 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Música penthouse 360º From US $332
         

9.6 (4 Reviews)
Apartment
  • Air Conditioner
  • TV
  • View
"Estrela de Sesimbra" is the Star of Sesimbra From US $147
         

9.4 (3 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
GuestReady - Golden sea view retreat From US $329
         

8.8 (3 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • TV
GuestReady - Beachfront dream in Sesimbra From US $321
         

8.6 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

About Santiago Vacation Rentals

With more than 509 Santiago vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Surfbreakrentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Santiago.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Surfbreakrentals Santiago, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Santiago. Places to stay near Santiago are 651.49 ft² on average, with prices averaging $194 a night.

Surfbreakrentals makes it easy and safe to find and compare vacation rentals in Santiago with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Santiago

Type Count
Holiday Apartments 407
Vacation Homes 53
Hotels with Suites 18
Villas 11
B&B 2
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Santiago

Pro Tip: Surfbreakrentals makes it easy to compare the best listings on Surfbreakrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Surfbreakrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Santiago.

Weather in Santiago

View the weather forecast for Santiago before booking your Santiago Vacation Rentals to confirm your best time to go.

December - February
High       Low
March - May
High       Low
June - August
High       Low
September - November
High       Low

Santiago Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Santiago?
How many vacation rentals are available in Santiago?

Currently, the total number of properties listed in 2026 is over 509 in the Santiago area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Santiago.