50 Best Delray Beach Apartments on Holiday Lettings - Vacation rentals

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717 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

19

Vacation home rental

Florida / Delray Beach

5 14 2 nights min

  • 5 bedrooms
  • Sleeps 14
  • 2 nights min
  • Child friendly
  • Pet friendly
Retreat to the Florida Coast by booking this 5-bedroom, 3-bathroom vacation rental house in Delray Beach. Split into a 3-bedroom house and 2-bedroom cottage, this property boasts spacious accommodations for up to 14 guests and optimum privacy for multiple families or la …see more

from $380 / night

$2,500 / week

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from $380 / 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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Responds fast!
avg. 2 hours 26 minutes

from $158 / 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 $159 / night

$1,000 - $1,500 / week

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Responds fast!
avg. 2 hours 0 minutes

from $159 / night

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 $100 / night

$700 - $1,680 / week

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from $100 / 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

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
  • Child friendly
  • 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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from $278 / night

(1) Excellent 

16

Vacation home in Delray Beach

Florida / Delray Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • 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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from $333 / 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 $100 / night

$700 - $1,750 / week

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from $100 / 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

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

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 - $1,500 / week

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Responds fast!
avg. 2 hours 0 minutes

from $159 / night

(1) Excellent 

24

Vacation home in Delray Beach

Florida / Delray Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • 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 $168 / night

$950 - $3,150 / week

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from $168 / 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 $85 / night

$595 - $1,295 / week

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from $85 / 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
  • Child friendly
  • 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 $208 / night

$1,195 - $2,275 / week

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from $208 / 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

27

Vacation home in Delray Beach

Florida / Delray Beach

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 8 mi
  • Swimming pool
  • Child friendly
Spacious Oasis With Oversize Heated Pool And Spa, Large Yard 4 Bedroom, 2.5 Bathroom, With Oversize Pool The perfect getaway house to relax and enjoy while you are away from your own home. This home is suitable for a large family, children and their fur-baby. Located …see more

from $335 / night

$2,100 - $2,275 / week

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from $335 / night

18

Vacation home in Delray Beach

Florida / Delray Beach

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • 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

(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

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 $75 / night

$525 - $1,295 / week

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from $75 / night

35

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 $60 / night

$420 / week

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from $60 / 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 $139 / night

$800 - $1,400 / week

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Responds fast!
avg. 2 hours 0 minutes

from $139 / 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

(1) Good 

13

Vacation apartment in Delray Beach

Florida / Delray Beach

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 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 :) :) House Manual: All the information will be i …see more

from $100 / night

$700 - $1,680 / week

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from $100 / 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

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

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 $150 / night

$788 / week

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from $150 / 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

8

Delray Beach Vacation home rental

Florida / Delray Beach

3 8 30 nights min

  • 3 bedrooms
  • Sleeps 8
  • 30 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Location, location, location!! This is a pet-friendly, charming 2200 square foot 3 bedroom 2 bath beach house in prestigious Gulf Stream, FL. Located on A1A (Ocean Blvd) across the street from the beach. Surrounded by multi-million dollar homes. The house is directly ac …see more

from $265 / night

$1,855 / week

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from $265 / night

26

Vacation condo in Delray Beach

Florida / Delray Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly
"Beautifully renovated 2+/2 unit!!! kitchen with gorgeous granite counter-tops and sleek new cabinets. Top of the line Stainless Steel Appliances. Upgraded bathrooms with granite vanities and new cabinets. Spacious master bedroom with a walk-in closet and linen closet. …see more

from $199 / night

$1,393 / week

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from $199 / night

7

Delray Beach Vacation apartment rental

Florida / Delray Beach

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Air conditioning
Boutique efficiency in the heart of Delray Beach 7 minutes from the beach upscale restaurant and shops or just lay on the on the beach the efficiency includes a kitchen area coffee tea and cereal a beautiful living room that converts into a great bedroom and let's not f …see more

from $60 / night

$420 / week

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from $60 / night

52

Home rental in Delray Beach

Florida / Delray Beach

5 14 4 nights min

  • 5 bedrooms
  • Sleeps 14
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This Exquisite Spanish style waterfront 5 bedroom situated on a point lot steps from the beach and directly on the intercostal waterway. The property has 7500 sq. feet and 5 bedrooms and attached baths. ​ A large dock surrounds the property which has all the amenities …see more

from $2,000 / night

$14,000 / week

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Responds fast!
avg. 2 hours 23 minutes

from $2,000 / night

24

Home rental in Delray Beach

Florida / Delray Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Escape to the Sunshine State by booking this 2-bedroom, 2-bathroom vacation rental house in Delray Beach that sleeps 4 - ideal for families or small groups of friends! Nestled only a block from sugar-white sand and refreshing Atlantic waters, this home boasts amazing ar …see more

from $195 / night

$1,365 / week

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Responds fast!
avg. 7 minutes

from $195 / night

16

Delray Beach Vacation villa rental

Florida / Delray Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Charming Lakeside Villa only minutes to the beach, nightlife, and dining! Location! Location! Located in Southwest Delray. Walking distance to shopping and restaurants. Minutes to beach and Atlantic Ave. My place is close to art and culture, parks, the beach, golf cour …see more

from $125 / night

$875 / week

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from $125 / 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

20

Home rental in Delray Beach with swimming pool

Florida / Delray Beach

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Marigold Cottage welcomes you! This home offers contemporary and comfortable light filled rooms. The oversized windows and airy decor are both updated and homey, the perfect backdrop for you and your family's game night, laughs and relaxation. Lots of spaces to chat, …see more

from $373 / night

$2,170 - $4,515 / week

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from $373 / 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

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
  • Child friendly
  • 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 $333 / night

$1,995 - $4,300 / week

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from $333 / 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