50 Best Delray Beach Apartments on Holiday Lettings - Vacation rentals

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693 Vacation rentals

12

Delray Beach Vacation condo rental

Florida / Delray Beach

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
The PARLIAMENT INN is one of the most beautiful apartment complexes in South Florida. This charming apartment hotel is located just 3 minutes walk from the award winning sandy beach and offers its holiday guests a completely relaxing holiday in beautiful tropical Atmoss …see more

from $107 / night

$642 - $868 / week

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from $107 / night

(2) Very Good 

19

Vacation home in Delray Beach

Florida / Delray Beach

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Sunshine Cottage, located on the Intercoastal waterway, near Marina Delray, in Delray Beach, offers elegance and comfort on a shoestring budget. Economical and conveniently located, Sunshine Cottage is short walking distance to "the Beach", shopping, dining and banking. …see more

from $175 / night

$1,085 / week

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from $175 / night

9

Vacation condo in Delray Beach

Florida / Delray Beach

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Grove is a quiet retreat in the heart of Delray Beach! A tropical setting steps from the beach, shopping and dining. The Grove is a single story private residence. Stay a week, a month or longer...and relax :) This One Bedroom Unit includes a full kitchen, living r …see more

from $185 / night

$1,295 / week

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from $185 / night

8

Vacation apartment in Delray Beach

Florida / Delray Beach

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Grove Condominium is a quiet retreat in the heart of Delray Beach! A tropical setting steps from the beach, shopping and dining. The Grove a single story private residence. Stay a week, a month or longer...and relax :) :) Unit and Space: This One bedroom Unit has …see more

from $220 / night

$1,295 / week

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from $220 / night

30

Vacation home rental

Florida / Delray Beach

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Walk to Downtown Delray. New kitchen, new bathrooms, new floors, new appliances, new impact windows. New 6 foot high privacy fence, large backyard, outdoor furniture, and grill. 2 HD TV's. Wireless internet. New landscaping. 7 minute walk to Pineapple Grove. 7 minute …see more

from $199 / night

$1,000 - $1,700 / week

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avg. 2 hours 0 minutes

from $199 / night

51

Vacation home in Delray Beach

Florida / Delray Beach

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 8 mi
  • Child friendly
  • Air conditioning
About this listing We welcome you to stay at "The Captain's Quarters" our 2 Bedroom 2 Bathroom house in Downtown Delray. About a 10 - 12 min walk to the beach and minutes away from Downtown's dining and shopping, our home has everything you'll need for a perfect vacati …see more

from $149 / night

$1,043 / week

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from $149 / night

(5) Excellent 

18

Delray Beach Vacation home rental

Florida / Delray Beach

2 8 4 nights min

  • 2 bedrooms
  • Sleeps 8
  • 4 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
Welcome to our remodeled 1940 bungalow, a 3BR/2BA beach cottage retreat! Our home has been carefully prepared to have you relaxed and in vacation mode! OUR LOCATION Just 6 blocks to Atlantic Ave and 10 blocks to the pristine mile-long beaches of Delray our home provid …see more

from $158 / night

$1,108 - $1,368 / week

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avg. 2 hours 42 minutes

from $158 / night

10

Vacation apartment in Delray Beach

Florida / Delray Beach

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Grove Condominium is a quiet retreat in the heart of Delray Beach! A tropical setting steps from the beach, shopping and dining. The Grove a single story private residence. Stay a week, a month or longer...and relax :) :) Unit and Space: This one bedroom Unit has a …see more

from $200 / night

$1,400 / week

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from $200 / night

(2) Very Good 

41

Vacation apartment in Delray Beach

Florida / Delray Beach

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
There’s no lack of places to swim and lounge around at Dover House Resort. A heated outdoor pool sparkles in the sunlight, and a short walk will take you right to the beach, where warm sands hug the Atlantic’s crashing waves. •Snapshots of the past: The Bermuda-style …see more

from $345 / night

$2,415 / week

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from $345 / night

(1) Excellent 

6

Townhouse rental in Delray Beach with shared pool, golf nearby

Florida / Delray Beach

2 2 6 nights min

  • 2 bedrooms
  • Sleeps 2
  • 6 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Beautiful and simple room in a townhouse, newly renovated, close to downtown Delray and beach, private patio, shared kitchen and living room.The room on the second floor, basic furniture, balcony, clean and furnished bathroom. Owner has a cat; can provide with clean she …see more

from $50 / night

$350 / week

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from $50 / night

(1) Excellent 

16

Vacation home in Delray Beach

Florida / Delray Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
Marlow House Located in the charming Historic Arts District of downtown Delray Beach, steps to the fabulous restaurants of Pineapple Grove, this spacious two bedroom, one bathroom home provides a restful retreat after a day out and about fabulous Delray Beach. Casual …see more

from $333 / night

$1,980 - $4,300 / week

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avg. 3 hours 54 minutes

from $333 / night

27

Home rental in Delray Beach

Florida / Delray Beach

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
2/1 Historic Key West Style Cottage. 3 block stroll to the heart of Downtown Delray. 1 mile to the beach. Big, beautiful backyard oasis. Total privacy. 8 foot fence and high trees. You'll want to relax among the bamboo in the large hammock, and barbecue. 1940's histori …see more

from $159 / night

$800 - $1,600 / week

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avg. 2 hours 0 minutes

from $159 / night

23

Home rental in Delray Beach

Florida / Delray Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Sip ice tea, or barbecue among the mango trees. Fenced in backyard. 10 minute walk to the heart of downtown Delray Beach. The House is located on Historic Swinton Ave, and is 1 block from the Famous Sundy House. The house is 0.4 miles to Downtown Delray Beach. Dogs are …see more

from $159 / night

$900 - $1,600 / week

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avg. 2 hours 0 minutes

from $159 / night

(1) Excellent 

21

Vacation apartment in Delray Beach

Florida / Delray Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Situated in Delray Racquet Club (Lavers) , an attractive condominium with clay tennis courts (fees not included), a swimming pool and jacuzzi. The beautiful award winning beach is 5 minutes away and the lively Atlantic avenue with its restaurants, shops and gal …see more

from $110 / night

$770 - $800 / week

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from $110 / night

13

Delray Beach Vacation apartment rental

Florida / Delray Beach

1 2 6 nights min

  • 1 bedroom
  • Sleeps 2
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Grove is a quiet retreat in the heart of Delray Beach! A tropical setting steps from the beach, shopping and dining. The Grove is a single story private residence. Stay a week, a month or longer...and relax :) This One Bedroom Unit includes a full kitchen, living r …see more

from $200 / night

$1,400 / week

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from $200 / night

6

Vacation condo in Delray Beach

Florida / Delray Beach

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
RIGHT TO HAVE LUNCH INCLUDED FOR 6PERS DAILY Monday to Saturdsy. .Gated Community. Magnificent Condo of 2 and a half bedrooms. Master bedroom in suite. walking closet. Kitchen and bathrooms completely renovated. Fully equipped with all the details to enjoy your stay. W …see more

from $450 / night

$3,150 / week

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from $450 / night

12

Vacation condo rental

Florida / Delray Beach

2 6 30 nights min

  • 2 bedrooms
  • Sleeps 6
  • 30 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly
Nice comfy 2 bedroom and 2 bathroom condo on second floor not far from the Ocean and beautiful Delray downtown. Condo has 2 full bathrooms. There is nice shaded balcony to enjoy morning coffee. Kitchen freshly updated with newer appliances. The Delray Mall and the Shopp …see more

from $65 / night

$550 / week

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from $65 / night

(1) Excellent 

19

Condo rental in Delray Beach

Florida / Delray Beach

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Amazing 2 Bedroom/ 2 Bathroom Unit available in the Heart of Delray Beach, FL right off Atlantic Avenue. We are a 2 minute walk away from the Beach and all the restaurants and the nightlife of Delray. Book today according to the availability of the calendar. This Two …see more

from $240 / night

$1,680 / week

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from $240 / night

18

Vacation cottage with shared pool in Delray Beach

Florida / Delray Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Charming Beach Cottage located in the heart of Delray Beach. Original exposed wood beams, wood floors and loads of charm will make SeaGrape Cottage a family favorite for years to come. Completely updated with modern interior appointments including the kitchen and 2 b …see more

from $278 / night

$1,650 - $3,465 / week

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avg. 3 hours 54 minutes

from $278 / night

21

Delray Beach Vacation villa rental

Florida / Delray Beach

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
Coastal chic decor, pet-friendly, and 2 master bedroom suites (that easily sleeps 5-6 & children) make this villa an ideal vacation retreat. With your own private fenced yard enclosing the gorgeous new pool with waterfall feature. The villa is located in the HOT new are …see more

from $200 / night

$1,350 - $2,247 / week

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from $200 / night

31

Delray Beach Vacation condo accommodation

Florida / Delray Beach

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This luxury newly renovated 2 bedroom 2 bath unit is just beautiful. With all state of the art amenities, you'll feel like your right at home when away on vacation. This is the best unit in the complex! The unit has a pull out couch which can sleep 2 additional people ( …see more

from $400 / night

$2,800 - $3,010 / week

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from $400 / night

(1) Excellent 

9

Condo accommodation in Delray Beach with shared pool

Florida / Delray Beach

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Air conditioning
WARM & SUNNY SOUTH FLORIDA RENTAL - DELRAY BEACH, FLORIDA Our beautiful, fully renovated condo (760 sq.f.), is ideally located in sunny South Florida. The nice 1 bedroom, 2 bath unit, and is quite comfortable for an extended stay. We have undergone a complete remodel …see more

from $120 / night

$700 / week

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from $120 / night

(2) Very Good 

16

Vacation apartment in Delray Beach

Florida / Delray Beach

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 0.2 mi
  • Swimming pool
  • Child friendly
The Grove is a quiet retreat in the heart of Delray Beach! A tropical setting steps from the beach, shopping and dining. The Grove is a single story private residence. Stay a week, a month or longer...and relax :) This Two Bedroom/Two Bath Unit includes a full kitchen, …see more

from $120 / night

$800 - $1,750 / week

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from $120 / night

31

Vacation condo in Delray Beach

Florida / Delray Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
For lease, 28 night minimum rental, is this 2 bedroom 2 bath, fully furnished and supplied, immaculate condo on the third floor of Building 6 with lake view from master bedroom and patio, located in the Delray Racquet Club Condominium Community in beautiful Delray Beac …see more

from $47 / night

$329 / week

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Responds fast!
avg. 3 hours 19 minutes

from $47 / night

44

Condo rental in Delray Beach

Florida / Delray Beach

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
There’s no lack of places to swim and lounge around at Dover House Resort. A heated outdoor pool sparkles in the sunlight, and a short walk will take you right to the beach, where warm sands hug the Atlantic’s crashing waves. •Eco-friendly updates: The resort earned …see more

from $345 / night

$2,415 / week

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from $345 / night

5

Delray Beach Vacation condo rental

Florida / Delray Beach

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Great location in walking distance of downtown Delray on so ocean blvd close to restaurants including famous Boston's on the beach also nice pool and free parking. a condo sleeps 4 best location in Delray beach. This comm take a break from the beach and go across the …see more

from $172 / night

$1,200 / week

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from $172 / night

11

Delray Beach Vacation condo rental

Florida / Delray Beach

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Grove is a quiet retreat in the heart of Delray Beach! A tropical setting steps from the beach, shopping and dining. The Grove is a single story private residence. Stay a week, a month or longer...and relax :) This One Bedroom Unit includes a full kitchen, living …see more

from $260 / night

$1,820 / week

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from $260 / night

10

Delray Beach Vacation condo rental

Florida / Delray Beach

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Grove is a quiet retreat in the heart of Delray Beach! A tropical setting steps from the beach, shopping and dining. The Grove is a single story private residence. Stay a week, a month or longer...and relax :) This Two Bedroom Unit includes a full kitchen, living r …see more

from $260 / night

$1,820 / week

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from $260 / night

15

Vacation home in Delray Beach

Florida / Delray Beach

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
This new to market one level , bright and cheery home is a 1 bedroom, 1 bath beach duplex (only 1 other unit on the property), with modern touch and feel. Home includes for your exclusive use a New Kitchen with stainless steel appliances, and an open floor plan that ope …see more

from $125 / night

$788 / week

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from $125 / night

(1) Excellent 

24

Vacation home in Delray Beach

Florida / Delray Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
Light and breezy, this home is the perfect combination of a comfortable yet stylish retreat for your holiday. This architectural gem has been fully renovated to include a ton of modern conveniences. The remarkable modern kitchen offers an expanse of Siematic Basalt gre …see more

from $208 / night

$1,195 - $3,150 / week

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avg. 3 hours 54 minutes

from $208 / night

17

Vacation home in Delray Beach

Florida / Delray Beach

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
Welcome to our beautiful 3 bedroom home right in the heart of Delray Beach. Just a couple blocks to the beach, downtown Delray, local transit, bike rentals, and free yoga. Enjoy the sun, sand, yoga and great restaurants. Our home comes with large full kitchen and 2 ba …see more

from $295 / night

$2,065 / week

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from $295 / night

22

Home rental in Delray Beach with shared pool

Florida / Delray Beach

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Fabulous location! This 2 bedroom beach hideaway is a short three block walk to the fabulous entertainment center of Atlantic Avenue. Enjoy world class restaurants, fun boutiques and shopping and live weekend bands, then return home with a short walk or take the free …see more

from $227 / night

$1,320 - $2,275 / week

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Responds fast!
avg. 3 hours 54 minutes

from $227 / night

(2) Excellent 

19

Delray Beach Vacation apartment rental

Florida / Delray Beach

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
Two, charming, updated condos in a unique, quiet, beautiful, tropical intracoastal waterfront property .Conveniently located in one of the few original Delray Beach communities, with almost everything in walking distance. Sit by the heated pool and watch the boats go b …see more

from $150 / night

$1,050 - $1,675 / week

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Responds fast!
avg. 3 hours 54 minutes

from $150 / night

24

Vacation home in Delray Beach

Florida / Delray Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful 4000sq ft, waterfont home in sunny Delray Beach! This home is ideally located in a quiet residential area, yet it's minutes from gorgeous beaches and trendy Atlantic Ave. Well appointed, there are 3 bedrooms, a full office and a nicely equipped gym. Each bed …see more

from $643 / night

$4,500 - $5,500 / week

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from $643 / night

20

Vacation home with swimming pool in Delray Beach

Florida / Delray Beach

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This idyllic and peaceful home is surrounded by lush tropical landscape. The blue lagoon like pool is a wonderful space to spend a lazy afternoon under the shade of the many palms and verdant foliage. Inside the spaces are spacious, open and airy. The living room loo …see more

from $368 / night

$2,225 - $4,300 / week

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Responds fast!
avg. 3 hours 54 minutes

from $368 / night

14

Delray Beach Vacation home rental

Florida / Delray Beach

3 9 30 nights min

  • 3 bedrooms
  • Sleeps 9
  • 30 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
This cozy home is conveniently close to all amenities. It has been lovingly maintained and cared for. From the beautiful landscaping to the spacious interior. To the currently updated kitchen with new stainless steel appliances. This lovely home is upscale urban living …see more

from $250 / night

$1,750 / week

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from $250 / night

(3) Very Good 

9

Vacation villa in Delray Beach

Florida / Delray Beach

1 4 30 nights min

  • 1 bedroom
  • Sleeps 4
  • 30 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Air conditioning
Located just minutes from Beaches and Downtown Delray, A top winter destination on the east coast of Florida. Countless activities, world-renowned restaurants, galleries, shopping, entertainment and much more. This private villa offers a clean, comfortable and laid back …see more

from $100 / night

$700 / week

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from $100 / night

12

Vacation home in Delray Beach

Florida / Delray Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
New construction completed in May 2017: 3 Bedroom/3 Full Bath + office new construction: Richard Jones designed island style home in Delray Beach's Lake IDA neighborhood is minutes away from Atlantic Ave and the best Beaches in Florida. The home is 1 block off the lak …see more

from $475 / night

$3,300 - $4,700 / week

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from $475 / night

18

Vacation home in Delray Beach

Florida / Delray Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
A sophisticated modern oasis in the center of the city. Private, lush, landscaped grounds surround outdoor seating areas and full-size pool with spouting water feature. Volume interior spaces with luxury finishes set Delray Modern apart! With 3,776 total sf living space …see more

from $695 / night

$4,865 / week

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Responds fast!
avg. 3 hours 26 minutes

from $695 / night

14

Vacation home in Delray Beach

Florida / Delray Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
This vintage one level Florida charmer is a 1 bedroom, 1 bath beach duplex (only 1 other unit on the property), but feels like a single- family home. In addition to the standard Kitchen, Bedroom, Bathroom and Living room/Dining room, you also have an extra sun room whi …see more

from $150 / night

$945 / week

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from $150 / night