Best Airbnb Markets Caribbean in 2025

Based on our data, this page shows the top Airbnb locations to invest in Caribbean with key statistics and information, like short-term rental regulations, number of listings, occupancy rate, average daily rate, and annual revenue. This allows you to discover the most profitable cities to invest in, buy, and own Airbnb rental properties in Caribbean.

Why Invest in Airbnb Caribbean in 2025?

In recent years, Caribbean has emerged as one of the best locations for investing in short-term rentals thanks to its popular tourist attractions, thriving business activities, growing digital nomad presence, and vibrant cities like Aruba, San juan and St kitts and nevis. With millions of international visitors coming each year, the demand for vacation rental accommodations is growing, making Airbnb Caribbean a lucrative option for both local and foreign investors.

Due to strong demand from travelers, Caribbean offers competitive average daily rates (ADR), healthy occupancy rates, and attractive revenue potential in the best Airbnb markets. Whether you’re looking to start your first Airbnb business with a modest budget or to add a luxury short-term rental property to your portfolio, Caribbean has a profitable location to meet your budget and aspirations as an investor.

Note on Methodology: The Airbtics Market Score indicates how attractive a location is for investing in an Airbnb rental property. We determine this score based on the following criteria:

  1. Short-term rental yield: The ratio between annual revenue and property price, as a percentage. Locations with higher Airbnb rental yield score better.
  2. Short-term rental regulations: How STR-friendly the local Airbnb rules and laws are. Markets with more lenient regulations get a higher score.
  3. Market size: The number of Airbnb listings. Larger vacation rental markets get a higher score as it is easier for investors to buy and sell properties.
  4. Growth: How fast the market is becoming saturated. Priority is given to markets that are already developed but are not approaching saturation yet.
  5. Seasonality: To what degree Airbnb performance is affected by seasonality. Less seasonal impact is preferred as investors can enjoy a more stable short-term rental performance throughout the year.

Based on this methodology, the best places to buy Airbnb in Caribbean are:



Learn more about how we collect the data and accuracy



Top 7 Caribbean Cities for Airbnb in 2025

PositionMarket NameRegulation No of ListingsAvg. Occupancy RateAvg. Daily RateRevenueShort-term Rental Yield Rent Gap
1San juan
Lenient
5,34970%$142$37,10612.3%34.5%
2Punta cana - caribers
Lenient
5,26349%$115$20,96812.3%34.5%
3Santo domingo
Lenient
5,20253%$66$13,06812.3%34.5%
4Havana
Lenient
4,99150%$40$7,39912.3%34.5%
5Aruba
Lenient
4,17977%$185$52,61912.3%34.5%
6Trinidad and tobago
Lenient
1,28540%$103$15,58812.3%34.5%
7St kitts and nevis
Lenient
38851%$174$32,91512.3%34.5%

Find the Best Airbnb Markets with Our Interactive Tool

Use our interactive Market Explorer to find the best places to start an Airbnb in COUNTRY. Compare multiple markets side by side, apply filters like regulations, budget (property or rent prices), and market size, and even export the results to Excel.

Explore Interactive Tool

Best Cities for Airbnb in Caribbean by Budget

Affordable & Mid-Range Airbnb Markets: $500,000 & Below

PositionMarket NameRegulation No of ListingsAvg. Occupancy RateAvg. Daily RateRevenueShort-term Rental Yield Rent Gap
1Havana
Lenient
4,99150%$40$7,39912.3%34.5%
2Punta cana - caribers
Lenient
5,26349%$115$20,96812.3%34.5%
3Santo domingo
Lenient
5,20253%$66$13,06812.3%34.5%
4Trinidad and tobago
Lenient
1,28540%$103$15,58812.3%34.5%
5San juan
Lenient
5,34970%$142$37,10612.3%34.5%
6St kitts and nevis
Lenient
38851%$174$32,91512.3%34.5%
7Aruba
Lenient
4,17977%$185$52,61912.3%34.5%

Emerging vs Established Airbnb Markets in Caribbean

Top 7 Emerging Short-Term Rental Markets in Caribbean

PositionMarket NameRegulation No of ListingsAvg. Occupancy RateAvg. Daily RateRevenueShort-term Rental Yield Rent Gap
1Trinidad and tobago
Lenient
1,28540%$103$15,58812.3%34.5%
2St kitts and nevis
Lenient
38851%$174$32,91512.3%34.5%
3Punta cana - caribers
Lenient
5,26349%$115$20,96812.3%34.5%
4Aruba
Lenient
4,17977%$185$52,61912.3%34.5%
5Havana
Lenient
4,99150%$40$7,39912.3%34.5%
6San juan
Lenient
5,34970%$142$37,10612.3%34.5%
7Santo domingo
Lenient
5,20253%$66$13,06812.3%34.5%

Top 5 Established Short-Term Rental Markets in Caribbean

PositionMarket NameRegulation No of ListingsAvg. Occupancy RateAvg. Daily RateRevenueShort-term Rental Yield Rent Gap
1Punta cana - caribers
Lenient
5,26349%$115$20,96812.3%34.5%
2Aruba
Lenient
4,17977%$185$52,61912.3%34.5%
3Havana
Lenient
4,99150%$40$7,39912.3%34.5%
4San juan
Lenient
5,34970%$142$37,10612.3%34.5%
5Santo domingo
Lenient
5,20253%$66$13,06812.3%34.5%

7 Best Places for Airbnb Arbitrage in Caribbean

PositionMarket NameRegulation No of ListingsAvg. Occupancy RateAvg. Daily RateRevenueShort-term Rental Yield Rent Gap
1Aruba
Lenient
4,17977%$185$52,61912.3%34.5%
2St kitts and nevis
Lenient
38851%$174$32,91512.3%34.5%
3San juan
Lenient
5,34970%$142$37,10612.3%34.5%
4Trinidad and tobago
Lenient
1,28540%$103$15,58812.3%34.5%
5Punta cana - caribers
Lenient
5,26349%$115$20,96812.3%34.5%
6Havana
Lenient
4,99150%$40$7,39912.3%34.5%
7Santo domingo
Lenient
5,20253%$66$13,06812.3%34.5%


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