Chalong Beachfront - Vacation Rentals in Old Town

Bela Sao Tiago 3.6 From US $92
         

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9.4 (16 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Apartamentos Santa Maria From US $112
         

|
10.0 (12 Reviews)
Apartment
  • Air Conditioner
  • TV
  • View
Marias Place by Atlantic Holiday From US $188
         

10.0 (7 Reviews)
House
  • TV
  • Balcony/Terrace
  • Security/Safety
The Fort of Old Town 3 by Our Madeira From US $178
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
FLH Funchal A Quinta do Conde Balcony Apartment II From US $249
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
FLH Funchal A Quinta do Conde Flat I From US $211
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
FLH Viola Market Studio I From US $166
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Luxury Places to Stay in Old Town

Over 147+ Luxury Places to Stay in or Near Old Town
Apartment 'Bela Sao Tiago 36' with Sea View, Balcony and Wi-Fi From US $902
         

Villa 'Alegria Dream Home' with Private Terrace and Wi-Fi From US $655
         

10.0 (1 Review)
Villa
  • Pet Friendly
  • Designated Smoking Area
  • TV
Casa Caetano by An Island Apart From US $614
         

|
8.8 (19 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Transportation/Shuttle
With sea view balcony - Bela de Santiago I From US $553
         

8.0 (2 Reviews)
Apartment
  • TV
  • Balcony/Terrace
  • Security/Safety
In the Funchal Old Town, near beach - Casa Caetano From US $548
         

Bela de Santiago I by An Island Apart From US $520
         

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8.3 (11 Reviews)
Apartment
  • Balcony/Terrace
  • Transportation/Shuttle
  • Security/Safety
In the centre, with patio - Bela de Santiago II From US $509
         

8.0 (1 Review)
Apartment
  • TV
  • Balcony/Terrace
  • Security/Safety
GuestReady - Sao Tiago in Old Town From US $485
         

9.0 (9 Reviews)
Apartment
  • Parking
  • TV
  • View

Top-Rated Vacation Rentals with a Pool in Old Town

Over 7+ Top-Rated Vacation Rentals with a Pool in or Near Old Town
GuestReady - Nora Premium From US $283
         

9.8 (12 Reviews)
Apartment
  • Pool
  • TV
  • Security/Safety
Hotel PortoBay Santa Maria From US $340
         

|
9.4 (479 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
PortoBay Santa Maria - Adults Only From US $378
         

|
9.0 (580 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Geko camper From US $131
         

8.8 (12 Reviews)
Other
  • Parking
  • Pet Friendly
  • Pool
Hotel Quinta Bela S Tiago From US $273
         

|
8.3 (430 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Apartment in the old town of Funchal From US $141
         

9.6 (5 Reviews)
Apartment
  • Pool
  • Wheelchair Accessible
  • Balcony/Terrace
Quinta Bela Sao Tiago From US $134
         

|
8.4 (143 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • Designated Smoking Area

Pet-Friendly Vacation Rentals in Old Town

Over 6+ Pet-Friendly Vacation Rentals in or Near Old Town
Endemic Apartment From US $250
         

10.0 (2 Reviews)
Apartment
  • Pet Friendly
  • TV
  • View
Endemic - Concept Apartment From US $218
         

|
9.4 (47 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Designated Smoking Area
Funchal Centro, Zona História From US $94
         

7.6 (19 Reviews)
House
  • Pet Friendly
  • TV
  • Security/Safety
Vitorina Corte Guesthouse From US $42
         

8.9 (552 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Amazing Old Town - Apartments by SBH From US $129
         

|
8.8 (67 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Mirasol Guesthouse From US $117
         

7.6 (29 Reviews)
House
  • Parking
  • Pet Friendly
  • View
See More Pet-Friendly Vacation Rentals in Old Town on PetFriendly.io

Large Vacation Homes & Villas in Old Town

Over 6+ Large Vacation Homes & Villas in or Near Old Town
FLH Funchal A Quinta do Conde From US $204
         

|
9.3 (82 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Accessibility
Apartamentos Santa Maria by Heart of Funchal From US $131
         

|
9.1 (186 Reviews)
Apartment
  • Air Conditioner
  • View
  • Ocean View
Casa Do Mercado by Heart of Funchal From US $131
         

|
9.1 (180 Reviews)
Apartment
  • Air Conditioner
  • View
  • Transportation/Shuttle
FLH Viola Market Flats From US $150
         

|
8.7 (174 Reviews)
Apartment
  • Air Conditioner
  • Accessibility
  • Security/Safety
Santa Maria Hostel From US $80
         

8.6 (1140 Reviews)
Hostel
  • Designated Smoking Area
  • TV
  • View
OurMadeira - Taberna Apartments From US $124
         

|
7.8 (222 Reviews)
Apartment
  • Parking
  • Transportation/Shuttle
  • Security/Safety

Wheelchair Accessible Vacation Homes in Old Town

Over 29+ Wheelchair Accessible Vacation Homes in or Near Old Town
FLH Viola Market with Terrace II From US $194
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Old Town Apartment Sea View From US $68
         

|
9.7 (26 Reviews)
Apartment
  • Parking
  • Designated Smoking Area
  • View
FLH Viola Market Flat VII From US $170
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
FLH Viola Market Flat VI From US $135
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
FLH Funchal A Quinta do Conde Apartment III From US $275
         

9.6 (4 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
FLH Viola Market Studio III From US $131
         

9.6 (4 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
FLH Viola Market Flat V From US $170
         

9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
FLH Viola Market Flat IV From US $171
         

8.8 (3 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Old Town Vacation Rentals and Airbnb Places to Stay Under $200

Over 65+ Old Town Vacation Rentals and Airbnb Places to Stay Under $200
Heart of Old Town I - One Bedroom Apartment, Sleeps 3 From US $169
         

São Tiago From US $56
         

|
8.5 (4 Reviews)
Apartment
  • Parking
  • Wheelchair Accessible
  • Child Friendly
Casa Do Mercado From US $137
         

|
9.4 (26 Reviews)
Apartment
  • Air Conditioner
  • TV
  • View
In pedestrianised Funchal Old Town | Taberna Apt 5 From US $150
         

9.2 (24 Reviews)
Apartment
  • Parking
  • TV
  • Balcony/Terrace
In pedestrianised Funchal Old Town | Taberna Apt 4 From US $136
         

9.0 (25 Reviews)
Apartment
  • TV
  • Balcony/Terrace
  • Security/Safety
In pedestrianised Funchal Old Town | Taberna Apt 2 From US $126
         

9.0 (2 Reviews)
Apartment
  • TV
  • Security/Safety
  • Bedding/Linens
In pedestrianised Funchal Old Town | Taberna Apt 3 From US $123
         

8.8 (3 Reviews)
Apartment
  • TV
  • Security/Safety
  • Bedding/Linens
FLH Viola Market Flat II From US $169
         

8.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Instantly Bookable Vacation Homes in Old Town

Over 33+ Instantly Bookable Vacation Homes in or Near Old Town
The Fort of Old Town 1 by Our Madeira From US $215
         

9.6 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
The Fort of Old Town 2 by Our Madeira From US $201
         

9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Heart of Old Town II From US $165
         

6.0 (2 Reviews)
Apartment
  • Parking
  • TV
  • Balcony/Terrace
Hostel Central - Funchal X From US $127
         

5.0 (4 Reviews)
Apartment
  • Security/Safety
  • Child Friendly
FLH Funchal A Quinta do Conde Suite I From US $288
         

New
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
FLH Funchal A Quinta do Conde Suite II From US $265
         

New
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
FLH Funchal A Quinta do Conde Balcony Apartment I From US $234
         

New
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
FLH Funchal A Quinta do Conde Apartment IV From US $226
         

New
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible

About Old Town Vacation Rentals

With more than 156 Old Town vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Chalongbeachfront 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 Old Town.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Chalongbeachfront Old Town, 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 Old Town. Places to stay near Old Town are 592.79 ft² on average, with prices averaging $217 a night.

Chalongbeachfront makes it easy and safe to find and compare vacation rentals in Old Town 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 Old Town

Type Count
Holiday Apartments 129
Vacation Homes 17
Hotels with Suites 4
B&B 2
Hostels 2
Others 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Old Town

Pro Tip: Chalongbeachfront makes it easy to compare the best listings on Chalongbeachfront homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Chalongbeachfront 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 Old Town.

Weather in Old Town

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

December - February
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March - May
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June - August
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September - November
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Other Places to Stay Near Old Town, PT


Old Town Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Old Town?

There are a lot of options in Old Town. If you plan on staying in the Old Town area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Old Town:

How many vacation rentals are available in Old Town?

Currently, the total number of properties listed in 2026 is over 156 in the Old Town area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Old Town.