Trippy Mates - Vacation Rentals in Pleasant Street

5-star Luxury Apartment - Atop the Seagle Building From US $238
         

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10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Accessibility
Cozy 2 Bedroom 1 Bathroom Downtown Bungalow From US $149
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The Citrus Suite | Upscale Near UF/Downtown From US $203
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • TV
  • Security/Safety
Remodeled Vintage Private Home. <5 min to UF and Downtown From US $210
         

Luxury Places to Stay in Pleasant Street

Over 29+ Luxury Places to Stay in or Near Pleasant Street
The Orange Blossom Suite Near UF Shands D-town From US $571
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Child Friendly
The Landing on 3rd | Walk to UF & Downtown Pets From US $375
         

9.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cheerful 2-BDRM/2.5 Bathroom Home Near DWTN & UF From US $253
         

10.0 (50 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
The Orange Blossom Suite | Near UF, Shands, D-town From US $221
         

The Harmony Suite, Near UF/Dtown From US $203
         

Top-Rated Vacation Rentals with a Pool in Pleasant Street

Over 1+ Top-Rated Vacation Rentals with a Pool in or Near Pleasant Street

Pet-Friendly Vacation Rentals in Pleasant Street

Over 4+ Pet-Friendly Vacation Rentals in or Near Pleasant Street
Cozy Downtown GNV Bungalow - Minutes to UF Campus! From US $139
         

4.9 (9 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace

Large Vacation Homes & Villas in Pleasant Street

Over 10+ Large Vacation Homes & Villas in or Near Pleasant Street
The Champion's Suite Newly Built Upscale Central From US $196
         

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10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety
The Prairie Suite Newly Built Upscale Central From US $194
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety
The Royal Crane Suite Newly Built Upscale Central From US $127
         

8.3 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety
The Botanical Suite 🌷 Newly Built DreamBnB From US $98
         

Wheelchair Accessible Vacation Homes in Pleasant Street

Over 1+ Wheelchair Accessible Vacation Homes in or Near Pleasant Street

Pleasant Street Varoom and Airbnb Places to Stay Under $200

Over 3+ Pleasant Street Varoom and Airbnb Places to Stay Under $200
Pastel Patio Paradise- Walk Downtown, Close to UF! From US $188
         

The Mangrove Suite Newly Built Upscale Central From US $185
         

The Mulberry House – Boho Haven! From US $161
         

New
House
  • Air Conditioner
  • Bedding/Linens
  • Child Friendly

Instantly Bookable Vacation Homes in Pleasant Street

Over 2+ Instantly Bookable Vacation Homes in or Near Pleasant Street
Pleasant House From US $299
         

5.0 (3 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace

About Pleasant Street Vacation Rentals

With more than 38 Pleasant Street vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Trippymates 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 Pleasant Street.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Trippymates Pleasant Street, 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 Pleasant Street. Places to stay near Pleasant Street are 874.17 ft² on average, with prices averaging $217 a night.

Trippymates makes it easy and safe to find and compare vacation rentals in Pleasant Street 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 Pleasant Street

Type Count
Vacation Homes 34
Holiday Apartments 2

Use these Quick Filters to Find a Vacation Rental in Pleasant Street

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

Weather in Pleasant Street

View the weather forecast for Pleasant Street before booking your Pleasant Street 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