Vacation Rentals & Cabin Rentals in Illinois

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Grand Luxxe Loft 2br+stu w/ free golf and massages

Nuevo Nayarit condo

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Ceiling Fans Shared outdoor pool (unheated) Housekeeping Included Jacuzzi or hot tub Private outdoor pool (heated) Smoking allowed

All filters match

Price per night from

$900

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Stunning Medano BEACHFRONT Studio on 2nd Floor in 5 Star Luxury Resort & SPA

Cabo San Lucas apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

5 of 6 match: Shared outdoor pool (unheated), Ceiling Fans, Housekeeping Included, Jacuzzi or hot tub, Private outdoor pool (heated), Smoking allowed

5 of 6 filters match

Price per night from

$315

Grand Solmar Resort

San Jose Del Cabo, Los Cabos studio

  • Studio
  • 1 bathroom
  • sleeps 3

5 of 6 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated), Housekeeping Included, Jacuzzi or hot tub, Smoking allowed

5 of 6 filters match

Price per night from

$409

5 of 6 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated), Housekeeping Included, Jacuzzi or hot tub, Smoking allowed

5 of 6 filters match

Price per night from

$75

V.I.P Vacation in Domomican Republic

Puerto Plata studio

  • Studio
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated), Housekeeping Included, Jacuzzi or hot tub, Smoking allowed

5 of 6 filters match

Price per night from

$69

742763

Cabo San Lucas house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

4 of 6 match: Housekeeping Included, Smoking allowed, Ceiling Fans, Shared outdoor pool (unheated), Jacuzzi or hot tub, Private outdoor pool (heated)

4 of 6 filters match

Price per night from

$1,603

♥Luxury 3-Story Beachfront Villa w/Private Pool, Staff , Maid♥

Puerto Vallarta villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

“THE ULTIMATE BEACH HOUSE” AMAZING! I loved every second of this trip and its all cuz of Villa Karaway! I want and will be back SOOO soon! Thanks for always making sure I have a great time at the Villa. The food is so good! If you have not been GOOOOO ! Or should I say take me with you! PLEASE! Best location! Thanks!

5 of 6 match: Jacuzzi or hot tub, Ceiling Fans, Shared outdoor pool (unheated), Housekeeping Included, Private outdoor pool (heated), Smoking allowed

5 of 6 filters match

Price per night from

$1,373

house Mariposa near the ocean

Las Galeras house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 6 match: Jacuzzi or hot tub, Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated), Housekeeping Included, Smoking allowed

4 of 6 filters match

Price per night from

$91

Zeppelin Suite (The Birdhouse by Temple X)

Rose Hall private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 6 match: Shared outdoor pool (unheated), Private outdoor pool (heated), Ceiling Fans, Housekeeping Included, Jacuzzi or hot tub, Smoking allowed

4 of 6 filters match

Price per night from

$287

LUXURY Six-Bedroom Villa in a 5-Star All-Inclusive Resort

Puerto Plata villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

5 of 6 match: Jacuzzi or hot tub, Ceiling Fans, Shared outdoor pool (unheated), Housekeeping Included, Private outdoor pool (heated), Smoking allowed

5 of 6 filters match

Price per night from

$401

Cofressi Beach Studio

Playa Cofresi studio

  • Studio
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated), Housekeeping Included, Jacuzzi or hot tub, Smoking allowed

5 of 6 filters match

Price per night from

$103

Spectacular OCEANFRONT - 2 Bedrooms, 4th Floor, Medano Beach & Lands End Views!

Cabo San Lucas apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

5 of 6 match: Shared outdoor pool (unheated), Ceiling Fans, Housekeeping Included, Jacuzzi or hot tub, Private outdoor pool (heated), Smoking allowed

5 of 6 filters match

Price per night from

$516

Villa La Estancia OCEANFRONT 2nd Floor with Spectacular Lands End Views!

Cabo San Lucas apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

5 of 6 match: Shared outdoor pool (unheated), Ceiling Fans, Housekeeping Included, Jacuzzi or hot tub, Private outdoor pool (heated), Smoking allowed

5 of 6 filters match

Price per night from

$573

Villa La Estancia Beachfront 4th Floor with Stunning Views to Cabo San Lucas Bay

Cabo San Lucas apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 12

5 of 6 match: Shared outdoor pool (unheated), Ceiling Fans, Housekeeping Included, Jacuzzi or hot tub, Private outdoor pool (heated), Smoking allowed

5 of 6 filters match

Price per night from

$802

Villa La Estancia Beachfront 2nd Floor with Spectacular Medano Beach - Views!

Cabo San Lucas apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 12

5 of 6 match: Shared outdoor pool (unheated), Ceiling Fans, Housekeeping Included, Jacuzzi or hot tub, Private outdoor pool (heated), Smoking allowed

5 of 6 filters match

Price per night from

$802

Villa Pier; 2 suites each separately rented

Zihuatanejo villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Winter Delight in Sun and Sand!” I've been vacationing at the Casa Bugombilias for 15 years, every Chicago winter!! The appeal is the view of Zihuatanejo, its white beaches and night skyline. Any of the available 3 suites will give the opened, fresh ocean air for your relaxation. The casa is kept very clean and your supplies are available as needed.Staff are at hand. The Mater king bed has mosquito netting around it to give you a good nights sleep.High season is best of weather but any time is a get-away time!! Pool with its jacuzzi for water activity and relaxation too.Cabana at pool side for your drinks and lunch? Little to do but "unwind" and take in the city. Shopping or Dining at several Bay restaurants will delight your day! It's 20 minute drive from airport at #7 almacen street, up from the "ol Therese Marie" hotel. Ixtapa is minutes away if you'd like to try golf or tennis?

4 of 6 match: Housekeeping Included, Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated), Jacuzzi or hot tub, Smoking allowed

4 of 6 filters match

Price per night from

$161

Pure Luxury-Three bedroom vista suite at the beautiful Hacienda Encantada

Cabo San Lucas hotel apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

5 of 6 match: Smoking allowed, Ceiling Fans, Shared outdoor pool (unheated), Housekeeping Included, Jacuzzi or hot tub, Private outdoor pool (heated)

5 of 6 filters match

Price per night from

$687

Presidential Suites - Puerto Plata (All-Inclusive stay) VIP membership

Puerto Plata studio

  • Studio
  • 1 bathroom
  • sleeps 2

5 of 6 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated), Housekeeping Included, Jacuzzi or hot tub, Smoking allowed

5 of 6 filters match

Price per night from

$86

Cofresi ADULT ONLY Spa Suites-Chairman's Circle Samana Elite Members

Puerto Plata penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 59 minutes

5 of 6 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated), Housekeeping Included, Jacuzzi or hot tub, Smoking allowed

5 of 6 filters match

Price per night from

$114

Cofresi Palm Beach & Spa Oceanside Rooms-Chairman's Circle Samana Elite Member

Puerto Plata hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 59 minutes

5 of 6 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated), Housekeeping Included, Jacuzzi or hot tub, Smoking allowed

5 of 6 filters match

Price per night from

$125

BOHEME HOUSE

Tulum b&b

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 16

5 of 6 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated), Housekeeping Included, Jacuzzi or hot tub, Smoking allowed

5 of 6 filters match

Price per night from

$2,290

Appartement 5 km away from the beach with shared pool, jacuzzi and spa

Sainte Marie apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 35 minutes

5 of 6 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated), Housekeeping Included, Jacuzzi or hot tub, Smoking allowed

5 of 6 filters match

Price per night from

$310

Appartement 5 km away from the beach with shared pool, jacuzzi and spa

Sainte Marie apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 2 hours 35 minutes

5 of 6 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated), Housekeeping Included, Jacuzzi or hot tub, Smoking allowed

5 of 6 filters match

Price per night from

$176

Unique luxury villa with full staff and ocean view

Cap Cana villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

5 of 6 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated), Housekeeping Included, Jacuzzi or hot tub, Smoking allowed

5 of 6 filters match

Price per night from

$2,176

Kay Zanndoli, sea view, garden, pool and jacuzzi

La Trinite apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

5 of 6 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated), Housekeeping Included, Jacuzzi or hot tub, Smoking allowed

5 of 6 filters match

Price per night from

$107

Jungle Villa. Waterfalls, Mountains and Toucans

Dominical villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 18

“Beautiful Property” The entire staff was terrific. Viviana was super helpful as she was able to make travel arrangements for us to make our stay enjoyable. Stephen was also terrific, he was great during booking and even called to check in with us while we were there. My only regret is not taking Stephen's recommendation to have our cars (Suvs!) delivered directly to the villa. Also, do not get anything but an SUV as a rental, a regular car will not make it up to the villa.

5 of 6 match: Shared outdoor pool (unheated), Ceiling Fans, Housekeeping Included, Jacuzzi or hot tub, Private outdoor pool (heated), Smoking allowed

5 of 6 filters match

Price per night from

$492

Río de Luna House

San Jose del Cabo villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

5 of 6 match: Shared outdoor pool (unheated), Ceiling Fans, Housekeeping Included, Jacuzzi or hot tub, Private outdoor pool (heated), Smoking allowed

5 of 6 filters match

Price per night from

$2,061

Sand Villa at Long Bay Villas Anguilla: 5-Star Service on a Secluded Beach

Long Bay Village villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

5 of 6 match: Shared outdoor pool (unheated), Ceiling Fans, Housekeeping Included, Jacuzzi or hot tub, Private outdoor pool (heated), Smoking allowed

5 of 6 filters match

Price per night from

$5,153

Sea Villa at Long Bay Villas on Long Bay Beach. Ultra-Luxury Staffed Villa

Long Bay Village villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 11

5 of 6 match: Shared outdoor pool (unheated), Ceiling Fans, Housekeeping Included, Jacuzzi or hot tub, Private outdoor pool (heated), Smoking allowed

5 of 6 filters match

Price per night from

$5,611

Responds fast! avg. 3 hours 21 minutes

5 of 6 match: Ceiling Fans, Shared outdoor pool (unheated), Housekeeping Included, Jacuzzi or hot tub, Private outdoor pool (heated), Smoking allowed

5 of 6 filters match

Price per night from

$401

Villa Giada, Eco-Friendly Residence

Las Galeras villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

5 of 6 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated), Housekeeping Included, Jacuzzi or hot tub, Smoking allowed

5 of 6 filters match

Price per night from

$92

Grand Bliss Suite 1BR Playa Del Carmen Riviera Maya, MX

Playa del Carmen hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

5 of 6 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated), Housekeeping Included, Jacuzzi or hot tub, Smoking allowed

5 of 6 filters match

Price per night from

$311

Penthouse at Tropical with Chairman's Circle Samana Elite Members

Puerto Plata penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 59 minutes

5 of 6 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated), Housekeeping Included, Jacuzzi or hot tub, Smoking allowed

5 of 6 filters match

Price per night from

$102

Beautiful Tropical Suites with Chairman's Circle Samana Elite Members

Puerto Plata private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 59 minutes

5 of 6 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated), Housekeeping Included, Jacuzzi or hot tub, Smoking allowed

5 of 6 filters match

Price per night from

$103

Cofresi Palm Family Friendly Rooms-Chairman's Circle Samana Elite Members

Puerto Plata hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 59 minutes

5 of 6 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated), Housekeeping Included, Jacuzzi or hot tub, Smoking allowed

5 of 6 filters match

Price per night from

$102

ONE Bedroom Residence Suites with Chairman's Circle Samana Elite Members

Puerto Plata apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 59 minutes

5 of 6 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated), Housekeeping Included, Jacuzzi or hot tub, Smoking allowed

5 of 6 filters match

Price per night from

$114

Luxurious TWO Bedroom Residence Suite- Chairman's Circle Samana Elite Members

Puerto Plata apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 59 minutes

5 of 6 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated), Housekeeping Included, Jacuzzi or hot tub, Smoking allowed

5 of 6 filters match

Price per night from

$148

ONE Bedroom Presidential Suite with Chairman's Circle Samana Elite Member

Puerto Plata apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 59 minutes

5 of 6 match: Private outdoor pool (heated), Ceiling Fans, Shared outdoor pool (unheated), Housekeeping Included, Jacuzzi or hot tub, Smoking allowed

5 of 6 filters match

Price per night from

$155

Viewing 38 of 10,001
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