
Holiday rentals near Tails and Scales Charters
We found 4,803 holiday rentals — enter your dates for availability
Take a look at holiday rentals near Tails and Scales Charters that can be your home away from home. Whether you're going on holiday with family or friends, holiday homes have the amenities that you need and want for your stay, including Wi-Fi and parking. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Tails and Scales Charters
Showing deals for:1 Aug - 8 Aug
Image gallery for SANTA CLARA! Coastal, modern 3BR ESCAPE, harbor view, boat slip, CLUB access

1010 out of 10 rating
Exceptional
(5 reviews)
SANTA CLARA! Coastal, modern 3BR ESCAPE, harbor view, boat slip, CLUB access
Captiva, FL
7% off
Price is NZ$5,847
NZ$5,847
NZ$835 per night
includes taxes & fees
Image gallery for Private dock with 2 golf carts Oceanfront home Absolute Best Location on island!

9.89.8 out of 10 rating
Exceptional
(8 reviews)
Private dock with 2 golf carts Oceanfront home Absolute Best Location on island!
Captiva, FL
8% off
Price is NZ$9,333
NZ$9,333
NZ$1,333 per night
includes taxes & fees
Image gallery for WATERFRONT, Private Dock, Short ride to Gulf of Mexico, Private Pool, 3/2/2

9.69.6 out of 10 rating
Exceptional
(23 reviews)
WATERFRONT, Private Dock, Short ride to Gulf of Mexico, Private Pool, 3/2/2
Englewood, FL
7% off
Price is NZ$3,479
NZ$3,479
NZ$497 per night
includes taxes & fees
Image gallery for Private Heated Pool Home. Walk to Shamrock Park and close to Beaches

9.69.6 out of 10 rating
Exceptional
(79 reviews)
Private Heated Pool Home. Walk to Shamrock Park and close to Beaches
Venice, FL
7% off
Price is NZ$2,608
NZ$2,608
NZ$373 per night
includes taxes & fees
Image gallery for TARPON COVE - Coastal Luxury 2 Bedroom 2 Bathroom Island Home

1010 out of 10 rating
Exceptional
(46 reviews)
TARPON COVE - Coastal Luxury 2 Bedroom 2 Bathroom Island Home
Captiva, FL
7% off
Price is NZ$6,726
NZ$6,726
NZ$961 per night
includes taxes & fees
Image gallery for Newly listed, beautiful 2-bedroom, 2 bathroom condo in charming Boca Grande.

1010 out of 10 rating
Exceptional
(7 reviews)
Newly listed, beautiful 2-bedroom, 2 bathroom condo in charming Boca Grande.
Placida, FL
8% off
Price is NZ$5,166
NZ$5,166
NZ$738 per night
includes taxes & fees
Image gallery for Canal Waterfront home just minutes from Charlotte Harbor, Saltwater Pool!

1010 out of 10 rating
Exceptional
(13 reviews)
Canal Waterfront home just minutes from Charlotte Harbor, Saltwater Pool!
Punta Gorda, FL
8% off
Price is NZ$8,423
NZ$8,423
NZ$1,203 per night
includes taxes & fees
Image gallery for Newly Renovated Modern Coastal Waterfront Vacation Home

1010 out of 10 rating
Exceptional
(16 reviews)
Newly Renovated Modern Coastal Waterfront Vacation Home
Punta Gorda, FL
8% off
Price is NZ$2,835
NZ$2,835
NZ$405 per night
includes taxes & fees
Image gallery for Beachfront on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi

1010 out of 10 rating
Exceptional
(127 reviews)
Beachfront on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi
Englewood, FL
8% off
Price is NZ$4,754
NZ$4,754
NZ$679 per night
includes taxes & fees
Image gallery for Punta Gorda Home w/ Lanai < 1 Mi to Downtown!

9.89.8 out of 10 rating
Exceptional
(7 reviews)
Punta Gorda Home w/ Lanai < 1 Mi to Downtown!
Punta Gorda, FL
7% off
Price is NZ$3,032
NZ$3,032
NZ$433 per night
includes taxes & fees
Image gallery for Experience The Ultimate Luxury: 4 BR/3 BA, Heated Pool, Lanai, Fire Pit

9.89.8 out of 10 rating
Exceptional
(15 reviews)
Experience The Ultimate Luxury: 4 BR/3 BA, Heated Pool, Lanai, Fire Pit
Port Charlotte, FL
7% off
Price is NZ$5,552
NZ$5,552
NZ$793 per night
includes taxes & fees
Image gallery for Beautiful House 🏖️ Newly Renovated Jan 2025😀Kayaks, Bikes,Beach Chairs,Fire Pit

1010 out of 10 rating
Exceptional
(63 reviews)
Beautiful House 🏖️ Newly Renovated Jan 2025😀Kayaks, Bikes,Beach Chairs,Fire Pit
Englewood, FL
7% off
Price is NZ$3,590
NZ$3,590
NZ$513 per night
includes taxes & fees
Image gallery for Waterfront! Immaculate & Serene 3/2 Heated pool at home on saltwater sailboat canal

1010 out of 10 rating
Exceptional
(57 reviews)
Waterfront! Immaculate & Serene 3/2 Heated pool at home on saltwater sailboat canal
Port Charlotte, FL
8% off
Price is NZ$3,525
NZ$3,525
NZ$504 per night
includes taxes & fees
Image gallery for Stunning 1+ acre Paradise Cove Villa

9.29.2 out of 10 rating
Wonderful
(10 reviews)
Stunning 1+ acre Paradise Cove Villa
Port Charlotte, FL
8% off
Price is NZ$5,022
NZ$5,022
NZ$717 per night
includes taxes & fees
Image gallery for SUN, FUN AND RELAX IN THIS BEAUTIFUL PRIVATE POOL HOME

9.69.6 out of 10 rating
Exceptional
(103 reviews)
SUN, FUN AND RELAX IN THIS BEAUTIFUL PRIVATE POOL HOME
Venice, FL
12% off
Price is NZ$3,963
NZ$3,963
NZ$566 per night
includes taxes & fees
Image gallery for Waterfront/pool/spa/Punta Gorda Isles, Sunset watch from pool is paradise

9.89.8 out of 10 rating
Exceptional
(33 reviews)
Waterfront/pool/spa/Punta Gorda Isles, Sunset watch from pool is paradise
Punta Gorda, FL
7% off
Price is NZ$4,836
NZ$4,836
NZ$691 per night
includes taxes & fees
Image gallery for Island Getaway, Gulf Front, Hammocks, Kayaks, 3/2, sleeps 6,thousands ft of deck

9.49.4 out of 10 rating
Exceptional
(21 reviews)
Island Getaway, Gulf Front, Hammocks, Kayaks, 3/2, sleeps 6,thousands ft of deck
Placida, FL
8% off
Price is NZ$8,525
NZ$8,525
NZ$1,218 per night
includes taxes & fees
Image gallery for Newly remodeled, all new furniture, beaches, shopping, restaurants, golf, tennis

1010 out of 10 rating
Exceptional
(24 reviews)
Newly remodeled, all new furniture, beaches, shopping, restaurants, golf, tennis
Venice, FL
7% off
Price is NZ$3,318
NZ$3,318
NZ$474 per night
includes taxes & fees
Image gallery for Fabulous 3 bedroom Townhouse with Clubhouse and Amenities

1010 out of 10 rating
Exceptional
(6 reviews)
Fabulous 3 bedroom Townhouse with Clubhouse and Amenities
North Port, FL
7% off
Price is NZ$2,549
NZ$2,549
NZ$364 per night
includes taxes & fees
Image gallery for Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!

1010 out of 10 rating
Exceptional
(10 reviews)
Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!
Captiva, FL
12% off
Price is NZ$5,294
NZ$5,294
NZ$756 per night
includes taxes & fees
Image gallery for “Salt of the Sea” - Beachfront and Pet Friendly!

1010 out of 10 rating
Exceptional
(7 reviews)
“Salt of the Sea” - Beachfront and Pet Friendly!
Placida, FL
6% off
Price is NZ$5,557
NZ$5,557
NZ$794 per night
includes taxes & fees
Image gallery for Directly on the Key w/Private entry to Englewood Beach and Bayside views! Unit B

9.69.6 out of 10 rating
Exceptional
(80 reviews)
Directly on the Key w/Private entry to Englewood Beach and Bayside views! Unit B
Englewood, FL
7% off
Price is NZ$2,146
NZ$2,146
NZ$307 per night
includes taxes & fees
Image gallery for Remodeled 4/2 on quiet canal with 10k boatlift, 5 mins to Charlotte Harbor!

1010 out of 10 rating
Exceptional
(21 reviews)
Remodeled 4/2 on quiet canal with 10k boatlift, 5 mins to Charlotte Harbor!
Bokeelia, FL
11% off
Price is NZ$3,407
NZ$3,407
NZ$487 per night
includes taxes & fees
Image gallery for New Rotonda 3 Bedrooms, 3 Bathrooms, Single-Family Pool Home

9.69.6 out of 10 rating
Exceptional
(53 reviews)
New Rotonda 3 Bedrooms, 3 Bathrooms, Single-Family Pool Home
Rotonda West, FL
7% off
Price is NZ$3,031
NZ$3,031
NZ$433 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Tails and Scales Charters
The Suites at Fishermen’s Village- 2 Bedroom Suites
Sleeps 4 · 2 bedrooms
9.89.8 out of 10
Exceptionalexceptional
869 reviews(869 reviews)
Tropical paradise near the beach with enclosed private pool & lanai
Sleeps 5 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
Water front, Bring Your Boat or drop a fishing line, enjoy a beautiful sunset !
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
67 reviews(67 reviews)
Beach Cottage on Private Little Gasparilla Island, relax & unwind!
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
Welcome to THE HIVE. A hub for peace and relaxation. DIRECT GULF views
Sleeps 6 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Bird's Nest has a birds eye view! PRIVATE ISLAND
Sleeps 6 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value