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Our top choices for Middletown Station condo rentals

9,000 SQ FT Water-View Penthouse Host Events or Enjoy a Relaxing Getaway

9,000 SQ FT Water-View Penthouse Host Events or Enjoy a Relaxing Getaway
Downtown San Diego
10.0 out of 10, Exceptional, (9 reviews)
"Amazing views of San Diego!"
United States
Brent O.
The price is CA $713
CA $1,535 total
includes taxes & fees
Jun 7 - Jun 8
9,000 SQ FT Water-View Penthouse Host Events or Enjoy a Relaxing Getaway

Modern Urban Row Home * 2 Blocks to San Diego Bay * A/C

Modern Urban Row Home * 2 Blocks to San Diego Bay * A/C
Downtown San Diego
9.8 out of 10, Exceptional, (8 reviews)
"Incredible location and amenities. Found our new vacation spot for SD moving forward!"
United States
Arma H.
Modern Urban Row Home * 2 Blocks to San Diego Bay * A/C

Modern Urban Row Home * 2 Blocks to San Diego Bay * A/C

Modern Urban Row Home * 2 Blocks to San Diego Bay * A/C
Downtown San Diego
Modern Urban Row Home * 2 Blocks to San Diego Bay * A/C

1b1b Central Hillcrest, San Diego condo. Walkable neighborhood and central to SD

1b1b Central Hillcrest, San Diego condo. Walkable neighborhood and central to SD
Hillcrest
9.6 out of 10, Exceptional, (21 reviews)
"Great location to many desirable places like Zoo, La Holla, and downtown "
United States
Jean Pierre
The price is CA $200
CA $338 total
includes taxes & fees
Jun 17 - Jun 18
1b1b Central Hillcrest, San Diego condo. Walkable neighborhood and central to SD

Bright & Modern 2 Level Unit in heart of Little Italy

Bright & Modern 2 Level Unit in heart of Little Italy
Downtown San Diego
8.4 out of 10, Very good, (28 reviews)
"Location, amenities, and property management communication were all fantastic!"
United States
Kate B.
Bright & Modern 2 Level Unit in heart of Little Italy

Paradise in Old Town - close to Seaworld / MCRD

Paradise in Old Town - close to Seaworld / MCRD
Mission Hills
9.6 out of 10, Exceptional, (39 reviews)
"Aaron provided prompt accurate communications. The home was spotless and exactly as described. The location is very central for old town, little Italy, the airport and downtown. Strongly recommend."
United States
John
Paradise in Old Town - close to Seaworld / MCRD

Avalon II by AvantStay | Chic & Stylish San Diego Condo w/ Vibrant Interiors

Avalon II by AvantStay | Chic & Stylish San Diego Condo w/ Vibrant Interiors
Middletown
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic property on a hill. Great view, accurate listing, and attentive hosts! Would definitely stay here again."
United States
Emil T.
Avalon II by AvantStay | Chic & Stylish San Diego Condo w/ Vibrant Interiors

Central Mission Hills Condo with Spectacular Views

Central Mission Hills Condo with Spectacular Views
Mission Hills
10.0 out of 10, Exceptional, (3 reviews)
"Very beautiful and well maintained property. Plenty of space and everything you need for the stay."
United States
Katherine K.
The price is CA $256
CA $585 total
includes taxes & fees
Jun 9 - Jun 10
Central Mission Hills Condo with Spectacular Views

High-Rise Downtown Condo w/ Water, Petco Park & Coronado Bridge Views

High-Rise Downtown Condo w/ Water, Petco Park & Coronado Bridge Views
Downtown San Diego
High-Rise Downtown Condo w/ Water, Petco Park & Coronado Bridge Views

Walkable Hillcrest Gem - Cafés, Bars & Balboa Park - Landing Pad in San Diego

Walkable Hillcrest Gem - Cafés, Bars & Balboa Park - Landing Pad in San Diego
Hillcrest
10.0 out of 10, Exceptional, (3 reviews)
"Quaint lay-out that’s walkable to surrounding neighborhoods around Hillcrest. Grocery stores and restaurants nearby while not being on a main avenue. Balboa park within walking distance."
United States
Brendan C.
Walkable Hillcrest Gem - Cafés, Bars & Balboa Park - Landing Pad in San Diego

Charming 2-bedroom condo in Little Italy with Bay View

Charming 2-bedroom condo in Little Italy with Bay View
Downtown San Diego
Charming 2-bedroom condo in Little Italy with Bay View

Modern Urban Row Home * Dog OK * AC

Modern Urban Row Home * Dog OK * AC
Downtown San Diego
9.6 out of 10, Exceptional, (39 reviews)
"Great place and perfect location!"
United States
Marie R.
Modern Urban Row Home * Dog OK * AC

Roof Deck Sunset Views of the Bay, Multi Level APT

Roof Deck Sunset Views of the Bay, Multi Level APT
Downtown San Diego
Roof Deck Sunset Views of the Bay, Multi Level APT

Avalon Buyout by AvantStay | Mins to Gaslamp | Rooftop w/ BBQ & Patio

Avalon Buyout by AvantStay | Mins to Gaslamp | Rooftop w/ BBQ & Patio
Middletown
10.0 out of 10, Exceptional, (22 reviews)
"Nice sized room. Well stocked kitchen. Convenient location."
United States
Susan O.
Avalon Buyout by AvantStay | Mins to Gaslamp | Rooftop w/ BBQ & Patio

Avalon IV by AvantStay | Mins to Gaslamp | Beautiful Deck w/ BBQ

Avalon IV by AvantStay | Mins to Gaslamp | Beautiful Deck w/ BBQ
Middletown
9.4 out of 10, Exceptional, (14 reviews)
"the host were very communicative, had great amenities and was a beautiful place."
United States
Erick R.
Avalon IV by AvantStay | Mins to Gaslamp | Beautiful Deck w/ BBQ

Heart of Hillcrest - 4BR Home in Prime Location

Heart of Hillcrest - 4BR Home in Prime Location
Hillcrest
Heart of Hillcrest - 4BR Home in Prime Location

Avalon III by AvantStay | Mins to Gaslamp, Zoo & Airport | Beautiful Deck w/ BBQ

Avalon III by AvantStay | Mins to Gaslamp, Zoo & Airport | Beautiful Deck w/ BBQ
Middletown
9.2 out of 10, Wonderful, (24 reviews)
"We had a great stay for the 6 of us. We really enjoyed the deck and the view. Place was close to the highway and a short distance from everything we wanted to do. Would recommend. "
United States
Veronica
Avalon III by AvantStay | Mins to Gaslamp, Zoo & Airport | Beautiful Deck w/ BBQ

Sunset in Old Town with a Perfect Location

Sunset in Old Town with a Perfect Location
Mission Hills
9.0 out of 10, Wonderful, (7 reviews)
"This property was exactly what was advertised. The hosts were kind and accommodating. Within walking distance to a few different restaurants and a short drive to the beach, a mall and other restaurants. We found the unit to be quite quiet and it was enjoyable sitting on the patio and people watching. Will book this exact property in the future! "
United States
Bekki L.
Sunset in Old Town with a Perfect Location

Multi-Room Booking in Walkable Little Italy | Resort Pool + Sky Deck | Ancora

Multi-Room Booking in Walkable Little Italy | Resort Pool + Sky Deck | Ancora
Downtown San Diego
Multi-Room Booking in Walkable Little Italy | Resort Pool + Sky Deck | Ancora

Upscale Remodeled 1B1B in Heart of Little Italy

Upscale Remodeled 1B1B in Heart of Little Italy
Downtown San Diego
10.0 out of 10, Exceptional, (1 review)
"Nicely remodeled apartment. Everything was clean. Numerous accessories such extra charging cables, adjustable desk, and wine cooler are available. Easy access to the restaurants of Little Italy and the trolley. Area is safe. Only one drawback was that there is no AC in the bedroom, so you have to leave the door open for the AC in the living room to get to the bedroom. Otherwise everything else is perfect. Would definitely stay here again. "
United States
Nikhil T.
Upscale Remodeled 1B1B in Heart of Little Italy
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Prices for Middletown Station Condo Rentals can start from as little as * in 2026. The cost per night varies depending on several factors, including the amenities on offer at Condo Rentals, the exact location of Condo Rentals and how far they are from Middletown Station, as well as how high the demand for accommodation is near Middletown Station on the dates of your booking. At Expedia, we cater for every budget, so if you’re looking for cheap Condo Rentals in Middletown Station, you can sleep easy knowing that we’ll help you to secure some of the very best deals on offer.

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What is the cancellation policy on booking Middletown Station Condo Rentals?

It’s often possible to change or cancel bookings at Middletown Station Condo Rentals without a fee, but it depends on the rules and restrictions of the various Condo Rentals. Many booking options offer a window of flexibility, for example a full refund if you cancel more than 24 or 48 hours before Middletown Station arrival dates. It’s best to check the policies of the individual Condo Rentals before making a booking, if flexibility is important to you. You can filter for the ‘Fully refundable’ payment type when you search for Condo Rentals. You can also view the terms of the different Condo Rentals at any time by checking the details of your booking at Expedia.

*Prices and availability are subject to change. Additional terms may apply 

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