Guadalupe Vacation Rentals

Q: What's the top vacation rental in Guadalupe?

4BR Casa Peces Santa Ana, Private Indoor Pool & Sauna! : Visitors like this Guadalupe vacation home rental. It is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

Where to?

Dates

November 2026

December 2026

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Guadalupe vacation rentals

The exterior of a hotel named 'TAIRONA' with a modern entrance, glass doors, and a well-maintained garden area.

1. Apartotel Tairona

San Pedro

Miguel

￥12,057 total

includes taxes & fees

Dec 7 - Dec 8

A modern hotel room with a large window, a bed, a dining area, and a seating area.

2. BEE Suites San Jose - Escalante

Barrio Escalante

Marlon

￥18,215 total

includes taxes & fees

Nov 10 - Nov 11

A breakfast table with a glass of orange juice, a martini glass, a plate of food, and a cup, set against a poolside view with lounge chairs and plants.

3. Hotel Residence Inn Suites Cristina

La Sabana

John

￥21,156 total

includes taxes & fees

Dec 7 - Dec 8

An infinity pool with a thatched roof, surrounded by lounge chairs and palm trees.

4. Apartotel & Suites Villas del Rio

San Rafael

Joerg

￥17,510 total

includes taxes & fees

Dec 5 - Dec 6

An infinity pool with a cityscape view, a circular seating area, and a glass railing.

5. Modern Apartment in the gastronomic heart of Barrio Escalante + Pool, Gym

Barrio Escalante

Elahna V.

￥16,958 total

includes taxes & fees

Nov 18 - Nov 19

A modern building with multiple commercial spaces, including a Subway and a Ready Pizza restaurant.

6. Charming 2-bedroom condo apartment with WiFi, fitness & pool in San José

Hatillo

Thomas J.

￥15,237 total

includes taxes & fees

Nov 15 - Nov 16

A modern hotel room with a bed, a desk, a chair, a small table, and a window.

7. San José Downtown Suites

Carmen

Robert

￥8,810 total

includes taxes & fees

Nov 10 - Nov 11

8. Condo w/washer & dryer & free indoor parkng in San José, Costa Rica

Hatillo

Silvia M.

￥23,958 total

includes taxes & fees

Nov 9 - Nov 10

A swimming pool with wooden loungers and a view of a modern building with a brick facade.

9. BEE Suites San José - Santa Ana

Santa Ana

Gregory

￥22,619 total

includes taxes & fees

Nov 10 - Nov 11

A modern outdoor seating area with a sofa and armchair, a large window overlooking a cityscape.

10. Quiet Gorgeous Queen Bed Studio + Jacuzzi

Barrio Escalante

Nerlin

￥16,064 total

includes taxes & fees

Nov 9 - Nov 10

A hotel room with a large bed, a window with sheer curtains, and a view of the cityscape.

11. Apartahotel Altos de la Sabana

Merced

Oswal

￥10,776 total

includes taxes & fees

Nov 7 - Nov 8

A modern living room with a dining area, a sofa, a TV, and a view of the city at night.

12. Cozy Centrally located Condo w/ Mountain view, Pool, & Gym

San Pablo

michael P.

￥16,671 total

includes taxes & fees

Nov 10 - Nov 11

A bedroom with a large window, a bed, a bedside table, and a nightstand.

13. SPECTACULAR APARTMENT IN THE CENTER OF COSTA RICA

Carmen

Ed K.

￥33,860 total

includes taxes & fees

Nov 8 - Nov 9

A balcony with a wooden floor, a white table, and two chairs.

14. NEST suite 22nd floor

Curridabat

James F.

￥22,994 total

includes taxes & fees

Nov 27 - Nov 28

A pool area with a pergola, well-maintained grass, and hedges.

15. Condo Washer Dryer Free Indoor Park San José

Hatillo

￥18,200 total

includes taxes & fees

Nov 9 - Nov 10

A hotel room with a large bed, a desk with two chairs, a TV, and a balcony with a view.

16. 714 Studios

La Sabana

Ulysses Giovanni

￥10,156 total

includes taxes & fees

Nov 7 - Nov 8

A rooftop pool area with two lounge chairs and a table, overlooking a cityscape and mountains.

17. Relaxing Apartment Ifreses! 17th Floor view!!!

Curridabat

Jerry

￥13,229 total

includes taxes & fees

Dec 1 - Dec 2

A hot tub with a city view, large windows, and a plant.

18. Cozy, comfy and clean loft in Escalante

Barrio Escalante

Emmanuel

￥10,552 total

includes taxes & fees

Nov 8 - Nov 9

A staircase with a wrought iron railing leading to a covered area with a glass door.

19. Apartotel Don Francisco

San Rafael

Christopher

￥11,225 total

includes taxes & fees

Nov 24 - Nov 25

A building with a grand entrance, steps leading up to a covered area, and potted plants.

20. Hotel in San Jose Hotel Majestad

Carmen

￥144,150 total

includes taxes & fees

Nov 9 - Nov 10

View all properties

Find vacation rentals that suit your style

Top Guadalupe Hotel Reviews

A hallway with a wooden door, a staircase, and various plants.

Hotel Casa 69

La California

10/10 Excellent

Troy

A swimming pool with a tiled edge, surrounded by a stone deck, with a building in the background.

Hotel Santo Tomás

Carmen

10/10 Excellent

The hotel is charming and beautiful--it was once a coffee magnate's villa. The floors have beautiful tiles and the ceilings are high. There are several lovely furnished terraces to enjoy and a blue tiled hot tub and pool area, with a slide or stairs from one to the other. There is also a workout room. We could not stay for the free breakfast due to our early departure. There is parking at the hotel for a reasonable fee, which we took advantage of as we had a rental car. The front desk folks...

Carol

A hotel entrance with a covered patio, outdoor seating, and a landscaped garden.

Hotel Bougainvillea San José

Santo Tomas

10/10 Excellent

The staff at the Bougainvillea welcome and get to know each and every one of their guests. You feel like you are a guest in their own home. The rooms are clean and spacious with great views of the mountain or the garden - I had a tree top view of a flowering Margarita tree - sensational! The dining is good and the prices comparable to most restaurants. Don't expect a bargain as there are none in Costa Rica. However, the breakfast is free, substantial and you can have as much as you want of...

Pat

A reception area with wooden block wall art, two pendant lights, and a display of plush toys.

Hyatt Place San José/Pinares

Sánchez

10/10 Excellent

Anonymous traveler

A modern interior with a large window, a balcony with outdoor seating, and a view of the cityscape.

Hotel Presidente

Catedral

10/10 Excellent

Myles

A spacious dining area with wooden tables and chairs, a chandelier, and a large mural of a forest.

Sleep Inn Hotel Paseo Las Damas

Carmen

10/10 Excellent

Monty

A modern dining area with a long wooden table, multiple chairs, and a sofa.

Gran Hotel Costa Rica, Curio Collection by Hilton

Catedral

10/10 Excellent

Michael

A bedroom with a large bed, a small table, two chairs, a desk, a mirror, a window with curtains, and a bathroom with a bathtub and plants.

Hotel Fleur De Lys

Catedral

10/10 Excellent

We have always enjoyed staying at Hotel Flor de Lys, however this last time we were on the 3rd floor which was difficult for my husband who has a little hip pain, but since it was for just a few days we did not request a room change. The staff here is always excellent -- very helpful and always very friendly, will go out of their way to assist in any way, and the rooms are always very clean. We like the location because we always like to walk around central San Jose and go to the Mercado...

Donna

An outdoor seating area with a fire pit, wooden furniture, and a view of the mountains.

Hyatt Place Cariari Convention Center

Ulloa

10/10 Excellent

Jenson

A room with a large bathtub, two chairs, a round table, and a painting on the wall.

Sportsmens Lodge - Adults Only

Carmen

10/10 Excellent

When I say five stars I don't mean it is the best hotel in the country, I mean it does what it does really well in its price range. This is a comfortable and relaxing place. It is geared towards men who like to rest and watch a lot of sports. It is very clean and the hotel staff is very nice. They were very accommodating. The bartenders are friendly. The food is decent for Costa Rican standards. Sorry but Costa Rica isn't a food paradise. Not bad but nothing you will photograph and remember....

Anonymous traveler

A hotel lobby with wooden paneling, a patterned rug, and tables set for dining.

Hotel Grano de Oro

Hospital

10/10 Excellent

From the moment we stepped from our transfer, we were treated royally - the staff is trained well, very friendly, and efficient! The courtyard, used for meals, was lovely - heaters provided for cooler weather. The menus for both breakfast and dinner offered a variety of local as well as international options. Our standard room was small, but very comfortable. The best feature, for those who love to walk, is the location - a twenty minute stroll from central downtown, near wonderful museums...

NRM

A modern, elongated building with a flat roof, surrounded by dense greenery.

Hotel Pibi Boreal

Desamparados

10/10 Excellent

I was a little worried during the taxi ride to the hotel that I had made a terrible mistake in picking the hotel as some of the areas look a little rough (by American standards), however, once at the gated hotel I realized that I indeed had made a good choice when choosing the location as the property is incredibly calming and beautiful. Just know that since you are out of the city you will need to use Uber eat or a taxi to get food as there is no onsite restaurant.

kim

A swimming pool with lounge chairs and palm trees.

Barceló San José

Uruca

10/10 Excellent

Jose Luis

A modern hotel room with a flat-screen TV, a sofa, a dining table, a desk, and a wardrobe.

Four Points by Sheraton San Jose Sabana

Hospital

10/10 Excellent

Ramnath

A rooftop pool with lounge chairs and a view of mountains.

Homewood Suites By Hilton Cariari San Jose

Ciudad Cariari

10/10 Excellent

Luis

A spacious lobby with a high ceiling, large windows, and a variety of seating options.

Hyatt Centric San José Escazú

San Rafael

10/10 Excellent

Patricia

A multi-story hotel with a glass facade, a covered entrance, and a starry night sky.

Urban Green Hotel & Suites

Carmen

10/10 Excellent

Tom

A modern bathroom with a glass shower enclosure, a white sink with a mirror, and a towel rack.

Holiday Inn San Jose La Sabana by IHG

Uruca

10/10 Excellent

Panya

Find out more about Guadalupe

Search for holiday rentals in Guadalupe on Expedia! You can easily find your home rentals, villas, holiday apartments in Guadalupe using one of the methods below:

View our selection of featured holiday rentals in Guadalupe
Use the map to find apartments and other holiday homes in the Guadalupe neighbourhood you prefer
Enter your travel dates to view the best deals on holiday rentals in Guadalupe while they last

Look no further and take a look at our great range of rental properties in Guadalupe!

Frequently Asked Questions

Can I find a vacation rental in Guadalupe?

Yes, there are vacation rentals near top sights in Guadalupe, or you can select a secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in Guadalupe?

4BR Casa Peces Santa Ana, Private Indoor Pool & Sauna!: Visitors like this Guadalupe vacation home rental. It is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What’s there to see and do in Guadalupe?

Explore the area and family-friendly sights such as Ojo de Agua Spa Park, or get out into nature at a spot like Morazan Park. University of Costa Rica and San Pedro Mall are a couple of places you'll find in the larger area.

What’s a vacation rental in Guadalupe like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Guadalupe. Vacation rentals provide amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.

Guadalupe Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Guadalupe vacation rentals

1. Apartotel Tairona

2. BEE Suites San Jose - Escalante

3. Hotel Residence Inn Suites Cristina

4. Apartotel & Suites Villas del Rio

5. Modern Apartment in the gastronomic heart of Barrio Escalante + Pool, Gym

6. Charming 2-bedroom condo apartment with WiFi, fitness & pool in San José

7. San José Downtown Suites

8. Condo w/washer & dryer & free indoor parkng in San José, Costa Rica

9. BEE Suites San José - Santa Ana

10. Quiet Gorgeous Queen Bed Studio + Jacuzzi

11. Apartahotel Altos de la Sabana

12. Cozy Centrally located Condo w/ Mountain view, Pool, & Gym

13. SPECTACULAR APARTMENT IN THE CENTER OF COSTA RICA

14. NEST suite 22nd floor

15. Condo Washer Dryer Free Indoor Park San José

16. 714 Studios

17. Relaxing Apartment Ifreses! 17th Floor view!!!

18. Cozy, comfy and clean loft in Escalante

19. Apartotel Don Francisco

20. Hotel in San Jose Hotel Majestad

Find vacation rentals that suit your style

Top Guadalupe Hotel Reviews

Hotel Casa 69

10/10 Excellent

Find out more about Guadalupe

Frequently Asked Questions

Can I find a vacation rental in Guadalupe?

What's the top vacation rental in Guadalupe?

What’s there to see and do in Guadalupe?

What’s a vacation rental in Guadalupe like?