40 Best Manasota Key Vacation rentals on Holiday Lettings - Beach rentals

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513 Vacation rentals

(62) Excellent 

24

Manasota Key Vacation condo rental

Southwest Gulf Coast / Manasota Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Manasota Key is one of the most beautiful areas in Florida. It is a quiet, underdeveloped Key with the most gorgeous beaches. There is water on both sides of the Key - Lemon Bay on one side and the Gulf on the other. The location of our development is perfect - the …see more

from $160 / night

$795 - $1,420 / week

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avg. 1 hour 40 minutes

from $160 / night

(3) Excellent 

16

Vacation home rental

Southwest Gulf Coast / Manasota Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0 mi
  • Child friendly
  • Air conditioning
Duplex with patios facing private property beach, with beach chairs, umbrella, towels. Walk out the patio to your beach lounge chairs and relaxing swimming in the Gulf of Mexico. Both sides are 2 bedroom, 1 bath. One side sleeps 4 (king and double beds). The other si …see more

from $139 / night

$895 - $1,675 / week

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from $139 / night

53

Vacation home in Manasota Key

Southwest Gulf Coast / Manasota Key

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly
Shady Pines in Englewood is as large as a park at 1.3 acres. Shady Pines is laid out to be of maximum use, reminding you of old Florida and the South of another era with her; waterfront views, large sweeping lawns, the mossy pines and palm trees, a protected caged pool …see more

from $225 / night

$1,575 - $1,680 / week

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from $225 / night

20

Manasota Key Vacation condo rental

Southwest Gulf Coast / Manasota Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our condo is located on beautiful Manasota Key, the jewel of the Florida south coast barrier islands. Only eight condos total in this development and we are the Owners! #1-A is our only pet friendly condo and is a lower unit. We may allow multiple pets but do not all …see more

from $165 / night

$825 - $1,450 / week

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avg. 1 hour 16 minutes

from $165 / night

13

Vacation apartment in Manasota Key

Southwest Gulf Coast / Manasota Key

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Air conditioning
  • Pet friendly
Cast Away A is perfectly located on the South end of Manasota Key this charming One bedroom, full kitchen, livingroom and one bathroom is perfect for the long weekend or a romantic getaway. relax under the palm trees on the double hammock. Beach access is a two minute w …see more

from $75 / night

$525 / week

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avg. 48 minutes

from $75 / night

(6) Excellent 

12

Vacation home in Manasota Key

Southwest Gulf Coast / Manasota Key

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Old Florida Charm, in a newly renovated and comfortably appointed cottage, steps from Manasota Beach, and Lemon Bay. It is only a short walk to the the glorious Manasota Beach, where you can watch beautiful sunsets, stroll the beach looking for fossilized sharks teath, …see more

from $80 / night

$550 / week

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Responds fast!
avg. 3 hours 6 minutes

from $80 / night

(1) Excellent 

13

Manasota Key Vacation home rental

Southwest Gulf Coast / Manasota Key

3 9 3 nights min

  • 3 bedrooms
  • Sleeps 9
  • 3 nights min
  • Child friendly
  • Pet friendly
Located 75 steps from your own private beach on the Gulf of Mexico!! Best location on Manasota Key! Very comfortable house with all new furniture and beds. Very comfy beds and over sized sectional couch. Flat screen TV's in every room with premium cable. Stocked kitchen …see more

from $299 / night

$2,093 / week

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from $299 / night

(1) Excellent 

32

Vacation home rental

Southwest Gulf Coast / Manasota Key

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
Looking for some R&R? Look no further. This Fully remodeled 3 bedroom, 2 bath home sits on Godfrey Creek with Direct access to Lemon Bay and the Gulf of Mexico. The house has working boat davits and boat ramp. Fish from the back yard, check out the manatees, or bird …see more

from $143 / night

$1,000 / week

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from $143 / night

(2) Excellent 

18

Home rental in Manasota Key

Southwest Gulf Coast / Manasota Key

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
2 Bedroom Boutique Vacation Rental loaded with amenities. Welcome to the newly branded "Stump Pass Place". This rental previously was a part of "The Highview on Manasota Key". Ownership and management are the same, only the name differs to distinguish itself. At Stump …see more

from $159 / night

$795 - $1,695 / week

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Responds fast!
avg. 3 hours 13 minutes

from $159 / night

17

Manasota Key Vacation home rental

Southwest Gulf Coast / Manasota Key

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
1 BR Patio Suite Welcome to the newly branded "Stump Pass Place". This rental previously was a part of "The Highview on Manasota Key". Ownership and management are the same, only the name differs to distinguish itself. At Stump Pass Place, we offer a boutique vacation …see more

from $119 / night

$695 - $1,495 / week

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Responds fast!
avg. 3 hours 13 minutes

from $119 / night

(1) Excellent 

18

Apartment rental in Manasota Key

Southwest Gulf Coast / Manasota Key

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
A piece of paradise is awaiting you in this scenic setting between Sarasota and Ft. Myers. Our 1700 square foot 3 bedroom 2.5 bath beauty is situated right on the Gulf of Mexico. The beautiful condo was built in 2005, with views from many angles, many upgrades and comes …see more

from $200 / night

$1,400 - $1,900 / week

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from $200 / night

(3) Excellent 

16

Vacation condo in Manasota Key

Southwest Gulf Coast / Manasota Key

2 6 14 nights min

  • 2 bedrooms
  • Sleeps 6
  • 14 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
Large 2 bedroom, 2 bathroom condo just steps to the beach! Our condo is just what you need for a relaxing beach vacation - privacy in a friendly atmosphere, warm gulf breezes, and comfortable amenities. SPECIAL OFF-SEASON RATES: 2-WEEKS FOR THE PRICE OF 1 WEEK We kno …see more

from $215 / night

$1,500 / week

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Responds fast!
avg. 3 hours 45 minutes

from $215 / night

(1) Excellent 

19

Vacation condo in Manasota Key

Southwest Gulf Coast / Manasota Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
SPECIAL - December 2018 and January 2019 - 12/01/18 - 1/27/19 $1000. per week includes taxes. One week minimum rental. Easily accessed 1140 sq. ft. first floor unit located in the La Coquina Condominiums on Manasota Key an attractively landscaped Gulf Front comple …see more

from $129 / night

$900 - $1,200 / week

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from $129 / night

13

Apartment rental in Manasota Key with golf nearby

Southwest Gulf Coast / Manasota Key

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Sunkissed is a family friendly beach vacation rental.Beach access is across the street, where you can shell or look for sharks teeth. Stump pass State Park is a 5 minute walk. sunkissed has nearby restaurants, nightlife and BEACHES. There are water sport rentals, fishin …see more

from $80 / night

$560 / week

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avg. 48 minutes

from $80 / night

18

Vacation home with golf nearby in Manasota Key

Southwest Gulf Coast / Manasota Key

2 9 3 nights min

  • 2 bedrooms
  • Sleeps 9
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Charming two bedroom, two bathroom, two story single family home on oversized lot located just one house back from the beach! Tastefully decorated throughout, fully equipped new kitchen and full size washer/dryer. The home is 1600 SF under air and and 2200 SF under ro …see more

from $200 / night

$1,300 / week

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from $200 / night

(1) Excellent 

15

Vacation condo in Manasota Key

Southwest Gulf Coast / Manasota Key

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child friendly
If you like to view the Gulf of Mexico and listen to the surf gently roll on to the beach in privacy, this your place. Have breakfast on one of the 4 patio-lanais overlooking the beach and Gulf on new patio furniture or have a drink as you watch the sun set on the Gulf. …see more

from $250 / night

$1,750 - $2,075 / week

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from $250 / night

24

Vacation apartment with shared pool in Manasota Key

Southwest Gulf Coast / Manasota Key

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Escape to this 1-bedroom, 1-bathroom vacation rental condo in Manasota Key, Florida for the ultimate beach getaway! With accommodations for 4, this condo is great for a romantic getaway. Located on beautiful Lemon Bay, you can experience the Gulf of Mexico from a privat …see more

from $105 / night

$735 - $1,043 / week

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avg. 8 minutes

from $105 / night

(1) Excellent 

14

Manasota Key Vacation bungalow accommodation

Southwest Gulf Coast / Manasota Key

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
Tiki on the Bay is a great place to kick back and relax, watch the beautiful sunsets, fish, boat or spend the day strolling along historic Dearborne Street in Old Englewood. We are a quaint community situated on the Lemon Bay Intercoastal Waterway with beautiful Manasot …see more

from $185 / night

$780 / week

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from $185 / night

19

Vacation home in Manasota Key

Southwest Gulf Coast / Manasota Key

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Great views of the Gulf and beach from this newly remodeled beach house. Step out from your house onto your 32 foot deck. There are great beach views and large flat panel TVs with Comcast & High speed internet.There are three bedrooms, each with flat panel TVs. The mast …see more

from $372 / night

$2,600 / week

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from $372 / night

21

Vacation condo rental

Southwest Gulf Coast / Manasota Key

3 6 14 nights min

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
Watch amazing sunsets from your private upstairs deck in this beautiful 3 bedroom, 2 &1/2 bathroom condo on Manasota Key. Nicely updated living and dining room furniture, new kitchen & bathrooms, two-story unit with good views of the Gulf of Mexico from the upper lev …see more

from $143 / night

$1,000 - $1,150 / week

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from $143 / night

13

Vacation home in Manasota Key

Southwest Gulf Coast / Manasota Key

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
100 steps to the Gulf of Mexico. Private beach access, peace and tranquility. An abundance of sea life steps from your front door- including dolphins, manatees and sea turtles. World-class fishing, shelling, kayaking and birding. Located over the Sarasota County lin …see more

from $325 / night

$2,100 / week

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from $325 / night

(3) Excellent 

28

Vacation condo in Manasota Key

Southwest Gulf Coast / Manasota Key

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Fantastic Direct-Beachfront 3 Bed/2.5 Bath corner unit with breathtaking views of the Gulf of Mexico located on the 2nd floor! This nicely decorated and sizable unit has a screened lanai, King size bed in Master bedroom, Queen bed in one guest room and two twins in the …see more

from $186 / night

$1,300 - $1,800 / week

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Responds fast!
avg. 2 hours 33 minutes

from $186 / night

(2) Excellent 

11

Apartment rental in Manasota Key

Southwest Gulf Coast / Manasota Key

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Sunkissed is a family friendly beach vacation rental. Sun Kissed has everything you will need for a day at the beach,Beach towels,chairs and umbrellas. Bicycles for guest use, piinic area with grill. …see more

from $80 / night

$560 / week

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avg. 48 minutes

from $80 / night

12

Cottage rental in Manasota Key

Southwest Gulf Coast / Manasota Key

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
Enjoy breathtaking sunsets, beautiful sandy beach, shark teeth and seashell hunting, sea turtle nighttime nesting and a lot of Rest and Relaxation. Quaint Beach Shack completely renovated that sleeps Max 4. One bedroom with King Size bed with Sealy Memory Mattress- l …see more

from $115 / night

$850 - $1,525 / week

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Responds fast!
avg. 1 hour 9 minutes

from $115 / night

(1) Excellent 

13

Vacation apartment in Manasota Key

Southwest Gulf Coast / Manasota Key

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 2 mi
  • Air conditioning
  • Pet friendly
Beautiful Manasota key apartment Steps away from the beautiful Gulf of Mexico Neat and clean one bedroom apartment sleeps 2, full kitchen ,living room area with comfortable sofa , Florida style rattan dining set , outdoor patio set with four chairs and an umb …see more

from $99 / night

$650 - $700 / week

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avg. 49 minutes

from $99 / night

(2) Very Good 

8

Vacation condo in Manasota Key

Southwest Gulf Coast / Manasota Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This condo is located in beautiful Englewood Florida. It has access to a private beach on the Gulf of Mexico which is less than a 2 minute walk from the unit. There is also a dock located on the intercoastal waterway perfect for fishing. The intercoastal waterway is …see more

from $177 / night

$977 - $1,235 / week

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Responds fast!
avg. 45 minutes

from $177 / night

(1) Excellent 

15

Vacation home in Manasota Key

Southwest Gulf Coast / Manasota Key

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
Our home is beautifully situated on a double lot on the preferred South end of the Key. The beach is just steps away, 5 small beach lots. Our street just dead ends into the beach. You do not need to cross private property. Very few streets have this access. Shells …see more

from $154 / night

$1,078 - $1,470 / week

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from $154 / night

24

Vacation villa in Manasota Key

Southwest Gulf Coast / Manasota Key

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Summary Gulf and bay front LIFESTYLE! Walk to the beautiful Gulf of Mexico or walk across the street to the heated pool and 14 slip boat dock! You can keep your boat in the water first come first serve and leave it there as long as you are staying in your condo. The sp …see more

from $128 / night

$850 - $950 / week

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from $128 / night

19

Vacation home in Manasota Key

Southwest Gulf Coast / Manasota Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Spotless accommodations and fun for everyone! Enjoy the islands best panoramic water views from our roof-top deck! There's nothing like it on the island. Location,location,location! The Highview is situated on the southern tip of the Island, you could almost throw a c …see more

from $179 / night

$995 - $2,095 / week

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from $179 / night

(1) Very Good 

22

Manasota Key Vacation home rental

Southwest Gulf Coast / Manasota Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 mi
  • Child friendly
  • Air conditioning
Relax in your 2 Bedroom vacation home just steps away from the beach..,or 1 Bdrm rear apt. available can be rented separatly or as a 3 Bdrm.,, .Master bdrm has a Queen size bed, Guest room has 2 twins...Beautiful Manasota Key is known world wide for it's sharks teeth, B …see more

from $89 / night

$750 - $895 / week

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Responds fast!
avg. 49 minutes

from $89 / night

27

Condo rental in Manasota Key

Southwest Gulf Coast / Manasota Key

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
Have morning coffee as the sun rises over Lemon Bay. Enjoy cheeseburgers on the beach broiled from our patio grill. Watch as the sun disappears into Gulf while sipping cocktails on the beach. Fall asleep to the sound of soothing surf below. Enjoy long beach walks: exper …see more

from $371 / night

$2,595 / week

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avg. 2 hours 49 minutes

from $371 / night

23

Vacation home in Manasota Key

Southwest Gulf Coast / Manasota Key

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
Welcome to the newly branded "Stump Pass Place". This rental previously was a part of "The Highview on Manasota Key". Ownership and management are the same, only the name differs to distinguish itself. At Stump Pass Place, we offer a boutique vacation rental experience …see more

from $199 / night

$1,395 - $2,595 / week

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Responds fast!
avg. 3 hours 13 minutes

from $199 / night

12

Manasota Key Vacation apartment rental

Southwest Gulf Coast / Manasota Key

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Enjoy your Beach vacation at Cast A Way only minutes to the sandy beaches and close to restaurants, Night life, and many family-friendly activities. Stump pass State Park is a 5 min walk. You’ll love my place because of the location & the coziness. …see more

from $80 / night

$560 / week

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Responds fast!
avg. 48 minutes

from $80 / night

22

Vacation home with shared pool in Manasota Key

Southwest Gulf Coast / Manasota Key

3 10 7 nights min

  • 3 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets
BEACH AMORE Immediately begin to absorb the turquoise water views from your living room. Wake up to the soothing sound of the waves, start enjoying sun, sand and sea and watch the spectacular sunsets. Private driveway and parking in front of the house. This wonderful ho …see more

from $560 / night

$3,850 - $4,459 / week

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Responds fast!
avg. 32 minutes

from $560 / night

19

Vacation home in Manasota Key

Southwest Gulf Coast / Manasota Key

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
OUR BEACH COTTAGE IS SPECIAL! You will not find a neater or more special place to spend your time here on Manasota Key! It is the original home on the property and sits independent on a large double lot next to the our Beach House an is in an excellent location being on …see more

from $148 / night

$950 - $1,100 / week

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from $148 / night

33

Home rental in Manasota Key

Southwest Gulf Coast / Manasota Key

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
ONLY 130 WALKING STEPS AND YOUR FEET ARE IN THE SAND ... YOUR LOOKING AT THE GULF OF MEXICO . RELAX , VACATION HAS STARTED . LET THE MAGIC OF THE SALT AIR FEEL YOUR SOUL . YOU CAN WATCH THE SUNSET ON THE BEACH AND WALK ACROSS THE STREET AND WATCH THE SUN COME UP . BOT …see more

from $215 / night

$1,500 - $3,000 / week

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Responds fast!
avg. 2 hours 0 minutes

from $215 / night

(64) Excellent 

24

Vacation apartment in Manasota Key

Southwest Gulf Coast / Manasota Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Rated #1 on TripAdvisor for Specialty Lodging in the area! We are located on Manasota Key off the coast of the Gulf of Mexico. Englewood is just across the bridge with no tolls. A small and delightful enclave of only eight lovely Old Florida style two-bedroom units, …see more

from $165 / night

$825 - $1,450 / week

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Responds fast!
avg. 1 hour 16 minutes

from $165 / night

11

Manasota Key Vacation cottage rental

Southwest Gulf Coast / Manasota Key

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
Enjoy breathtaking sunsets, beautiful sandy beach, shark teeth and seashell hunting, sea turtle nighttime nesting and a lot of Rest and Relaxation. Quaint Beach Shack completely renovated that sleeps Max 4. One bedroom with King Size bed with Sealy Memory Mattress- l …see more

from $115 / night

$850 - $1,525 / week

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Responds fast!
avg. 1 hour 9 minutes

from $115 / night

16

Home rental in Manasota Key

Southwest Gulf Coast / Manasota Key

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
Welcome to the newly branded "Stump Pass Place". This rental previously was a part of "The Highview on Manasota Key". Ownership and management are the same, only the name differs to distinguish itself. At Stump Pass Place, we offer a boutique vacation rental experience …see more

from $119 / night

$695 - $1,495 / week

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Responds fast!
avg. 3 hours 13 minutes

from $119 / night

(1) Excellent 

16

Manasota Key Vacation condo rental

Southwest Gulf Coast / Manasota Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our condo is located on beautiful Manasota Key, the jewel of the Florida south coast barrier islands. Only eight condos total in this development and we are the Owners! #1-D is an upper unit with views of the water. All of our condos are two bedrooms but this is ou …see more

from $180 / night

$925 - $1,550 / week

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Responds fast!
avg. 1 hour 16 minutes

from $180 / night