Maui Dream Wedding - Vacation Rentals in Rolando

Lamplighter Inn & Suites at SDSU From US $188
         

9.0 (1438 Reviews)
Hotel
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  • Pool
Spacious Home Away From Home From US $409
         

9.0 (65 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Family Friendly 3BR Getaway! Central, Convenient, & Charming. From US $370
         

10.0 (128 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Rolando

Over 872+ Luxury Places to Stay in or Near Rolando
Pool, Spa & City Views: Luxe Home in San Diego! From US $1,988
         

9.6 (18 Reviews)
House
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Villa Del Cerro From US $1,938
         

9.2 (26 Reviews)
House
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  • Pet Friendly
Immaculate 5BR Micro Resort with Heated Pool & Spa From US $1,913
         

9.6 (4 Reviews)
House
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  • Pet Friendly
  • Pool
2Homes Villa Renovated Views From US $1,761
         

New
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Paradise View: Luxury Pool & Spa Retreat From US $1,708
         

Bungalow From US $1,693
         

New
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  • View

Top-Rated Vacation Rentals with a Pool in Rolando

Over 100+ Top-Rated Vacation Rentals with a Pool in or Near Rolando
5 minutes to San Diego Zoo w/pool - The San Diego Poolside Paradise From US $548
         

Quiet 3BR Home w/Heated Pool near Balboa & Zoo From US $623
         

Family Pool Retreat + Gym, Fire Pits, Views (Sleeps 9 From US $530
         

Lyon’s Den · Pool House, Sauna, Hot Tub · Sleeps 12 From US $881
         

Surf to Skyline | 6BR Luxury Stay w/Stunning View From US $1,093
         

Luxurious Home - Gameroom - Cowboy Pool From US $890
         

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10.0 (3 Reviews)
Villa
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Pet-Friendly Vacation Rentals in Rolando

Over 315+ Pet-Friendly Vacation Rentals in or Near Rolando
North Park Oasis - Hot Tub, Fire Pit & Patio From US $272
         

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10.0 (3 Reviews)
House
  • Parking
  • Pet Friendly
  • View
Beautiful Normal Heights Living From US $247
         

10.0 (94 Reviews)
House
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  • Parking
  • Pet Friendly
Urban Greenhouse From US $265
         

10.0 (67 Reviews)
House
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  • Pet Friendly
Stylish South Park Home | Near Zoo, Downtown & Dining From US $526
         

10.0 (14 Reviews)
House
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  • Pet Friendly
Family Hilltop luxe retreat with breathtaking view From US $519
         

10.0 (7 Reviews)
House
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  • Parking
  • Pet Friendly
Hideaway in the heart of San Diego! From US $377
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
See More Pet-Friendly Vacation Rentals in Rolando on PetFriendly.io

Large Vacation Homes & Villas in Rolando

Over 140+ Large Vacation Homes & Villas in or Near Rolando
Exotic Home Rexview by SD Stay From US $387
         

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10.0 (1 Review)
Apartment
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Spacious Home w/Hot Tub & Games 11 Min from Downtown From US $898
         

New
House
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5bed/3ba, Gameroom, Pool, Spa, Sleeps 20+, Views From US $715
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
Spacious Home Away from Home AND guest house From US $563
         

10.0 (3 Reviews)
House
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  • Parking
  • TV
Dog-Friendly Home: Saltwater Pool, Fire Pit, Games From US $592
         

10.0 (2 Reviews)
House
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  • Pet Friendly
  • Pool
Stunning View Estate with Pool & Game Room From US $1,008
         

10.0 (1 Review)
House
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  • Parking
  • Pet Friendly
Girls & Family Trip+Pool+beauty bar, San Diego From US $766
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Rolando

Over 20+ Wheelchair Accessible Vacation Homes in or Near Rolando
The Cliffside Bungalow From US $454
         

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8.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible
Private entrance unit near SDSU near Trolly From US $92
         

10.0 (1 Review)
Apartment
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Beautiful Spanish Home in the Kensington Charming Neighborhood From US $529
         

Modern Renovated 4BR Estate Mins to Beach/Airport From US $448
         

4.9 (55 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible
Mini Hotel but Better From US $850
         

3.5 (21 Reviews)
House
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Hilltop Cottage - Incredible views of San Diego! From US $588
         

New
Cottage
  • Air Conditioner
  • Wheelchair Accessible
  • Child Friendly

Rolando Vacation Rentals and Airbnb Places to Stay Under $200

Over 278+ Rolando Vacation Rentals and Airbnb Places to Stay Under $200
8354 Adam Unit B 1Bed 1Bath by SD Stay From US $176
         

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10.0 (3 Reviews)
House
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  • Pet Friendly
Hidden King Suite with Garden, Parking - 4 Guest From US $170
         

Motel 6 La Mesa, CA - San Diego From US $128
         

7.6 (1000 Reviews)
Hotel
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  • Parking
  • Designated Smoking Area
Chic, yet playful boho bungalow near everything! From US $116
         

10.0 (3 Reviews)
House
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  • Parking
  • Pet Friendly
San Diego Apartment w/Patio - Near Balboa Park! From US $198
         

10.0 (2 Reviews)
Apartment
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  • Parking
  • Pet Friendly

Instantly Bookable Vacation Homes in Rolando

Over 465+ Instantly Bookable Vacation Homes in or Near Rolando
Gorgeous Resort Style Home. Private location. From US $795
         

9.6 (43 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
San Diego Family Home w/Lush Backyard Patio! From US $356
         

10.0 (24 Reviews)
House
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  • Parking
  • TV
SDSU Beach Cottage (San Diego State University) From US $386
         

25% off, Chic Casita Hot tub BBQ 4 min to SDSU From US $378
         

10.0 (7 Reviews)
House
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  • Parking
  • TV

About Rolando Vacation Rentals

With more than 881 Rolando vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Mauidreamwedding 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 Rolando.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Mauidreamwedding Rolando, 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 Rolando. Places to stay near Rolando are 660.32 ft² on average, with prices averaging US $353 a night.

Mauidreamwedding makes it easy and safe to find and compare vacation rentals in Rolando 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 Rolando

Type Count
Vacation Homes 630
Holiday Apartments 173
Cottages 22
Hotels 18
Villas 6
Others 2
B&B 1
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Rolando

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

Weather in Rolando

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

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Rolando Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Rolando?
How many vacation rentals are available in Rolando?

Currently, the total number of properties listed in 2026 is over 881 in the Rolando area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Rolando.