1+ Vacation Rentals Near New Town |
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Book the Best Places to Stay in New Town

Find Curated Vacation Rentals, Boutique Cabins, and Stylish Eco-Friendly Acommodation in New Town

Waterfront Key West Home with Pool-Hot Tub on Riveria canal! 28 NIGHT MIN STAY. From US $523
         

9.4 (9 Reviews)
House
Waterfront Key West Home with Pool-Hot Tub on Riveria canal! 28 NIGHT MIN STAY.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxury Places to Stay in New Town

Over 324+ Luxury Places to Stay in or Near New Town
Group Getaway in 3 Ocean-View Rooms | Blue Flamingo Resort Key West with Pools From US $1,880
         

New
Hotel
Group Getaway in 3 Ocean-View Rooms | Blue Flamingo Resort Key West with Pools
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Island Views & Comfort | 4 Rooms at Blue Flamingo Key West l Pools & Cabanas From US $1,775
         

New
Hotel
Island Views & Comfort | 4 Rooms at Blue Flamingo Key West l Pools & Cabanas
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  • Pool

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4 Pool-view Rooms with 2 Queen Beds l Island Vibes Await in Blue Flamingo Resort From US $1,632
         

New
Hotel
4 Pool-view Rooms with 2 Queen Beds l Island Vibes Await in Blue Flamingo Resort
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Blue Flamingo Resort l 4 Rooms, Pool, Cabanas, Karaoke & Old Town Shuttle From US $1,499
         

8.0 (1 Review)
Hotel
Blue Flamingo Resort l 4 Rooms, Pool, Cabanas, Karaoke & Old Town Shuttle
  • Air Conditioner
  • Parking
  • Pool

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Group Getaway in 3 Ocean-View Rooms | Blue Flamingo Resort Key West with Pools From US $1,424
         

New
Hotel
Group Getaway in 3 Ocean-View Rooms | Blue Flamingo Resort Key West with Pools
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Blue Flamingo Key West | Three Island View Rooms w/2 Queen Beds From US $1,347
         

New
Hotel
Blue Flamingo Key West | Three Island View Rooms w/2 Queen Beds
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Kick Back in 3 Pool-View Rooms at Key West’s Blue Flamingo Resort From US $1,231
         

7.0 (4 Reviews)
Hotel
Kick Back in 3 Pool-View Rooms at Key West’s Blue Flamingo Resort
  • Air Conditioner
  • Parking
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Three Rooms w/2 Queen beds at Blue Flamingo Resort Key West l 2 Pools & Shuttle From US $1,128
         

New
Hotel
Three Rooms w/2 Queen beds at Blue Flamingo Resort Key West l 2 Pools & Shuttle
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  • Pool

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Top-Rated Vacation Rentals with a Pool in New Town

Over 221+ Top-Rated Vacation Rentals with a Pool in or Near New Town
November Special-Private Home- Sun-filled Pool- Neighborhood Water Inlet From US $228
         

10.0 (20 Reviews)
House
November Special-Private Home- Sun-filled Pool- Neighborhood Water Inlet
  • Air Conditioner
  • Parking
  • Pool

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Single Family Home, 3 Bedroom, 2 Baths, Pool. Great Value! From US $220
         

10.0 (15 Reviews)
House
Single Family Home, 3 Bedroom, 2 Baths, Pool. Great Value!
  • Air Conditioner
  • Parking
  • Pool

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*Welcome To Poseidon's Paradise* Midtown Home & Incredible Pool *28 Nights Min From US $465
         

10.0 (8 Reviews)
House
*Welcome To Poseidon's Paradise* Midtown Home & Incredible Pool *28 Nights Min
  • Air Conditioner
  • Parking
  • Pet Friendly

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SEA-NIC VIEW ~ 2 BR/2Ba Water-front views, Heated Pool Access and Dockage! From US $315
         

10.0 (6 Reviews)
Condo
SEA-NIC VIEW ~ 2 BR/2Ba Water-front views, Heated Pool Access and Dockage!
  • Air Conditioner
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  • Pool

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Atlantic Paradise by Avantstay Great Location w/Balcony, Outdoor Dining & Shared Pool & Hot Tub! From US $462
         

|
10.0 (5 Reviews)
Cottage
Atlantic Paradise by Avantstay Great Location w/Balcony, Outdoor Dining & Shared Pool & Hot Tub!
  • Air Conditioner
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  • Pool

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Uptown quiet cottage close to beaches, restaurant & shopping. From US $106
         

10.0 (5 Reviews)
Cottage
Uptown quiet cottage close to beaches, restaurant & shopping.
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Double Lot Private Villa and Pool with Direct Boat Entry to Atlantic and Gulf. From US $589
         

10.0 (4 Reviews)
House
Double Lot Private Villa and Pool with Direct Boat Entry to Atlantic and Gulf.
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  • Pet Friendly

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Private Paradise with Heated Waterfall Pool From US $319
         

10.0 (4 Reviews)
House
Private Paradise with Heated Waterfall Pool
  • Air Conditioner
  • Parking
  • Pet Friendly

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Pet-Friendly Vacation Rentals in New Town

Over 120+ Pet-Friendly Vacation Rentals in or Near New Town
CASA DE CANAL ~ Beautiful Renovated 3 BR, 2 Bath Canal Front Home w/Dockage! From US $266
         

10.0 (2 Reviews)
House
CASA DE CANAL ~ Beautiful Renovated 3 BR, 2 Bath Canal Front Home w/Dockage!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Flaglers Oasis by AvantStay Private Pool in Key West Month Long Stays Only From US $278
         

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10.0 (1 Review)
House
Flaglers Oasis by AvantStay Private Pool in Key West Month Long Stays Only
  • Air Conditioner
  • Parking
  • Pet Friendly

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Blue Flamingo Resort Key West From US $470
         

|
8.2 (1927 Reviews)
Hotel
Blue Flamingo Resort Key West
  • Air Conditioner
  • Parking
  • Pet Friendly

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Our Piece of Paradise- From US $429
         

10.0 (1 Review)
House
Our Piece of Paradise-
  • Air Conditioner
  • Pet Friendly
  • Pool

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Last Stop in Paradise From US $361
         

10.0 (1 Review)
House
Last Stop in Paradise
  • Air Conditioner
  • Parking
  • Pet Friendly

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OASIS SOUTH~Stunning 5 BR/3 Ba w/Pool! From US $445
         

9.8 (7 Reviews)
House
OASIS SOUTH~Stunning 5 BR/3 Ba w/Pool!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Happy’s Houseboat Key West From US $581
         

9.4 (21 Reviews)
Boat Rental
Happy’s Houseboat Key West
  • Air Conditioner
  • Parking
  • Pet Friendly

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OFF THE HOOK - 3 Bedroom/3 Bathroom W/Pool & Parking From US $343
         

8.8 (3 Reviews)
House
OFF THE HOOK - 3 Bedroom/3 Bathroom W/Pool & Parking
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large Vacation Homes & Villas in New Town

Over 70+ Large Vacation Homes & Villas in or Near New Town
Rooster Doodle Do - Midtown Family Retreat From US $546
         

10.0 (1 Review)
House
Rooster Doodle Do - Midtown Family Retreat
  • Air Conditioner
  • Parking
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Poseidon's Paradise: Luxury Waterfront Rental in Key West, Stunning Backyard Oasis and Private Pool! From US $655
         

9.4 (3 Reviews)
House
Poseidon's Paradise: Luxury Waterfront Rental in Key West, Stunning Backyard Oasis and Private Pool!
  • Air Conditioner
  • Pool
  • TV

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*ISLAND OPULENCE @ MIDTOWN* Grand Private Home & Pool + LAST KEY SERVICES… From US $591
         

New
House
*ISLAND OPULENCE @ MIDTOWN* Grand Private Home & Pool + LAST KEY SERVICES…
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Luxury Private Home w/Heated Pool in Key West From US $960
         

10.0 (2 Reviews)
House
Luxury Private Home w/Heated Pool in Key West
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  • Pet Friendly

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Casa Del Mar Pool & Ocean Access Key West From US $419
         

New
House
Casa Del Mar Pool & Ocean Access Key West
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Key West Dream! 4 Serene Units, Pool, Restaurant, Parking, Gym! From US $987
         

10.0 (2 Reviews)
House
Key West Dream! 4 Serene Units, Pool, Restaurant, Parking, Gym!
  • Air Conditioner
  • Parking
  • Pool

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Beautiful Key West! Close to the Beach! Amazing Ocean View, Outdoor Pool From US $779
         

10.0 (1 Review)
House
Beautiful Key West! Close to the Beach! Amazing Ocean View, Outdoor Pool
  • Air Conditioner
  • Parking
  • Pool

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Delight In The Florida Sun! 3 Gorgeous Units In Sun Soaked Key West, Onsite Pool From US $697
         

10.0 (1 Review)
House
Delight In The Florida Sun! 3 Gorgeous Units In Sun Soaked Key West, Onsite Pool
  • Air Conditioner
  • Parking
  • Pet Friendly

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Wheelchair Accessible Vacation Homes in New Town

Over 184+ Wheelchair Accessible Vacation Homes in or Near New Town
Renovated 2BR/2BA Condo Pool Spa Tennis Walk to Smathers Beach! From US $218
         

9.4 (3 Reviews)
Apartment
Renovated 2BR/2BA Condo Pool Spa Tennis Walk to Smathers Beach!
  • Air Conditioner
  • Parking
  • Pool

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The Laureate Key West From US $231
         

|
8.7 (2173 Reviews)
Hotel
The Laureate Key West
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  • Pet Friendly

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The Laureate Key West From US $319
         

|
9.0 (1001 Reviews)
Hotel
The Laureate Key West
  • Air Conditioner
  • Pool
  • TV

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Tropical Escape at Sunrise From US $513
         

9.4 (13 Reviews)
Condo
Tropical Escape at Sunrise
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  • Parking
  • Pool

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Relaxing Double Queen, Fairfield Inn, Breakfast Included, Near Downtown Key West From US $368
         

10.0 (2 Reviews)
Hotel
Relaxing Double Queen, Fairfield Inn, Breakfast Included, Near Downtown Key West
  • Air Conditioner
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Sun, Sip, & Socialize | Island Stay with 2 Pools & Lawn Games From US $460
         

10.0 (1 Review)
Hotel
Sun, Sip, & Socialize | Island Stay with 2 Pools & Lawn Games
  • Air Conditioner
  • Parking
  • Pool

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Key West Cool | Chill Days, Fun Nights, Poolside Drinks & Lawn Games From US $460
         

10.0 (1 Review)
Hotel
Key West Cool | Chill Days, Fun Nights, Poolside Drinks & Lawn Games
  • Air Conditioner
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Colorful Key West Escape | Pools, Food Trucks, Karaoke Night & Free Shuttle From US $378
         

10.0 (1 Review)
Hotel
Colorful Key West Escape | Pools, Food Trucks, Karaoke Night & Free Shuttle
  • Air Conditioner
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  • Pool

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New Town Varoom and Airbnb Places to Stay Under $200

Over 11+ New Town Varoom and Airbnb Places to Stay Under $200
Cozy & modern guest house in Key West with AC, WiFi From US $193
         

10.0 (3 Reviews)
Apartment
Cozy & modern guest house in Key West with AC, WiFi
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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Fairfield by Marriott Inn & Suites Key West at The Keys Collection From US $147
         

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8.3 (2001 Reviews)
Hotel
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
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Quintessential Keysie ADORABLE 2-bedroom house w/AC in Key West-1 Month Min Stay From US $185
         

New
House
Quintessential Keysie ADORABLE 2-bedroom house w/AC in Key West-1 Month Min Stay
  • Air Conditioner
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  • TV

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Lotus Blossom: Discover Paradise, 3BR Home W/Tropical Courtyard, Hot Tub & Minutes from Old Town! From US $171
         

New
House
Lotus Blossom: Discover Paradise, 3BR Home W/Tropical Courtyard, Hot Tub & Minutes from Old Town!
  • Air Conditioner
  • TV
  • Balcony/Terrace

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Charming 1-bedroom/Sleeps 5/kitchenette in the Heart of Key West- , shared pool From US $133
         

New
Cottage
Charming 1-bedroom/Sleeps 5/kitchenette in the Heart of Key West- , shared pool
  • Air Conditioner
  • Pet Friendly
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Remodeled cozy retreat - Key West From US $144
         

New
Cottage
Remodeled cozy retreat - Key West
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Charming and cozy bedroom in Key West with WiFi, AC. From US $177
         

New
Condo
Charming and cozy bedroom in Key West with WiFi, AC.
  • Air Conditioner
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  • Fireplace/Heating

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Cozy studio with Murphy bed, kitchenette, WiFi, patio, & convenient location From US $169
         

New
Apartment
Cozy studio with Murphy bed, kitchenette, WiFi, patio, & convenient location
  • Air Conditioner
  • View
  • Ocean View

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Instantly Bookable Vacation Homes in New Town

Over 225+ Instantly Bookable Vacation Homes in or Near New Town
Margarita Villa-3 bedroom 3 bath home in prime location w/backyard pool oasis From US $307
         

10.0 (2 Reviews)
House
Margarita Villa-3 bedroom 3 bath home in prime location w/backyard pool oasis
  • Air Conditioner
  • Parking
  • Pool

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Charming 2-bedroom resort with WiFi, AC in gorgeous Key West. Quiet & relaxing From US $299
         

New
Resort
Charming 2-bedroom resort with WiFi, AC in gorgeous Key West. Quiet & relaxing
  • Air Conditioner
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  • Bedding/Linens

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BAREFOOT BUNGALOW~2 Bedroom, 2 Bathroom Home w/Office, Pool and Tiki Hut! From US $376
         

9.6 (15 Reviews)
House
BAREFOOT BUNGALOW~2 Bedroom, 2 Bathroom Home w/Office, Pool and Tiki Hut!
  • Air Conditioner
  • Pool
  • TV

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Penthouse in Paradise! From US $548
         

9.0 (2 Reviews)
Condo
Penthouse in Paradise!
  • Air Conditioner
  • Pool
  • Security/Safety

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Hidden Oasis - Private Pool From US $272
         

8.0 (1 Review)
House
Hidden Oasis - Private Pool
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxurious 3-Bedroom Key West Home with WiFi, EV charging, AC & Tropical Vibes! From US $845
         

6.0 (2 Reviews)
House
Luxurious 3-Bedroom Key West Home with WiFi, EV charging, AC & Tropical Vibes!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Cozy Key West Beach Cottage: Walk to Beaches! From US $643
         

New
House
Cozy Key West Beach Cottage: Walk to Beaches!
  • Air Conditioner
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RISE AND SHINE ~ Canal Front 3 BR/3Ba Home w/Heated Pool! From US $619
         

New
House
RISE AND SHINE ~ Canal Front 3 BR/3Ba Home w/Heated Pool!
  • Air Conditioner
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  • Pool

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About New Town Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Bettertrips New Town, 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 New Town. Places to stay near New Town with prices averaging $523 a night.

Bettertrips makes it easy and safe to find and compare vacation rentals in New Town 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 New Town

Type Count
Vacation Homes 1

Use these Quick Filters to Find a Vacation Rental in New Town

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

Weather in New Town

View the weather forecast for New Town before booking your New Town 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

Complexes around New Town, FL


Key West 123 Properties